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Lariciresinol dimethylether

Family: Plantae - Meliaceae
Kingdom: Plantae
Class: Lignan
- Subclass: Enterolignan

Canonical Smiles	OC[C@H]1[C@H](CO[C@@H]1c1ccc(c(c1)OC)OC)Cc1ccc(c(c1)OC)OC
InChI	InChI=1S/C22H28O6/c1-24-18-7-5-14(10-20(18)26-3)9-16-13-28-22(17(16)12-23)15-6-8-19(25-2)21(11-15)27-4/h5-8,10-11,16-17,22-23H,9,12-13H2,1-4H3/t16-,17-,22+/m0/s1
InChIKey	AYWPHVUFQNWITL-PNLZDCPESA-N
Formula	C₂₂H₂₈O₆
HBA	6
HBD	1
MW	388.46
Rotatable Bonds	8
TPSA	66.38
LogP	3.26
Number Rings	3
Number Aromatic Rings	2
Heavy Atom Count	28
Formal Charge	0
Fraction CSP3	0.45
Exact Mass	388.19
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Turrea nilotica	Meliaceae	Plantae	992803

Showing of synonyms

Ayoub S.M, Kingston D.G. (1984). Lariciresinol Derivatives from Turrea nilotica and Monechma ciliatum. Journal of natural products, 1984, 47(5), 875-6. [View] [PubMed]

Pubchem: 181325

Cas: 67560-68-3

Zinc: ZINC000006018635

Nmrshiftdb2: 60074914

Chembl: CHEMBL1760590

Comptox: DTXSID40217892

No compound-protein relationship available.

SMILES: c1ccccc1CC2CC(OC2)c3ccccc3

Level: 2

Mol. Weight: 388.46 g/mol

SMILES: C1OCCC1Cc2ccccc2

Level: 1

Mol. Weight: 388.46 g/mol

SMILES: O1CCCC1c2ccccc2

Level: 1

Mol. Weight: 388.46 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 388.46 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 388.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.76
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.620
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.47

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.040
Plasma Protein Binding: 79.26
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Substrate
CYP 2C19 Inhibitor: Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 11.270
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.840
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.440
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 5.260
Micronucleos: Safe
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -14.450
Rat (Acute): 2.410
Rat (Chronic Oral): 2.190
Fathead Minnow: 4.500
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 437.370
Hydration Free Energy: -5.670
Log(D) at pH=7.4: 2.490
Log(P): 2.53
Log S: -2.98
Log(Vapor Pressure): -7.54
Melting Point: 111.67
pKa Acid: 10.34
pKa Basic: 4.16

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.9517
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.9497
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.9437
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.9418
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.9403
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.9386
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.9331
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.9329
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.9247
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.9232
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.9158
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	3	0.9130
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.9068
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.9060
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.9024
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.9014
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8987
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.8978
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8915
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.8902
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.8865
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.8833
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.8795
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.8787
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8735
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8702
Glycogen phosphorylase, liver form	P06737	PYGL_HUMAN	Homo sapiens	4	0.8690
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.8624
Carnitine O-palmitoyltransferase 2, mitochondrial	P18886	CPT2_RAT	Rattus norvegicus	3	0.8621
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.8566
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.8523
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8477
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8471
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.8441
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8421
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8413
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.8389
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8389
Ceramide transfer protein	Q9Y5P4	CERT_HUMAN	Homo sapiens	3	0.8382
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.8332
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.8314
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8306
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8264
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9QYJ6	PDE10_RAT	Rattus norvegicus	3	0.8249
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8210
Decaprenylphosphoryl-beta-D-ribose oxidase	I6X8C4	I6X8C4_MYCTU	Mycobacterium tuberculosis	3	0.8193
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8187
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.8184
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8176
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	4	0.8154
HTH-type transcriptional regulator EthR	P9WMC1	ETHR_MYCTU	Mycobacterium tuberculosis	3	0.8147
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8141
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.8123
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.8119
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.8106
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.8091
Seminal ribonuclease	P00669	RNS_BOVIN	Bos taurus	3	0.8065
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	4	0.8026
Acetolactate synthase catalytic subunit, mitochondrial	P07342	ILVB_YEAST	Saccharomyces cerevisiae	3	0.8014
Beta-adrenergic receptor kinase 1	P25098	ARBK1_HUMAN	Homo sapiens	3	0.7995
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	3	0.7953
Nicotinamide phosphoribosyltransferase	P43490	NAMPT_HUMAN	Homo sapiens	3	0.7949
clade A/E 93TH057 HIV-1 gp120 core	A0A0M3KKW9	A0A0M3KKW9_9HIV1	Human immunodeficiency virus 1	3	0.7937
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7929
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7896
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7888
Fumarate reductase subunit D	P0A8Q3	FRDD_ECOLI	Escherichia coli	3	0.7876
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7844
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7841
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7797
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7796
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	3	0.7793
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.7778
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	3	0.7771
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7754
1,4-alpha-glucan branching enzyme GlgB	A7ZSW5	GLGB_ECO24	Escherichia coli O139:H28	3	0.7736
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7721
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7695
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7687
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.7678
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.7676
Flavin reductase like domain-containing protein	Q4UKE8	Q4UKE8_RICFE	Rickettsia felis	3	0.7669
Sulfotransferase 1A1	P50225	ST1A1_HUMAN	Homo sapiens	3	0.7644
Matrilysin	P09237	MMP7_HUMAN	Homo sapiens	3	0.7641
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7639
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7633
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7626
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7596
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7592
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7586
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7580
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7577
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7577
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7573
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	3	0.7553
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7548
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7546
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7538
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7508
Cytochrome P450	S6BVH1	S6BVH1_RHOER	Rhodococcus erythropolis	3	0.7505
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7502
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7485
S-methyl-5'-thioadenosine phosphorylase	Q13126	MTAP_HUMAN	Homo sapiens	4	0.7482
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	2	0.7481
Gag-Pol polyprotein	P04584	POL_HV2RO	Human immunodeficiency virus type 2 subtype A	3	0.7478
Probable flavin-dependent thymidylate synthase	O41156	THYX_PBCV1	Paramecium bursaria Chlorella virus 1	4	0.7476
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7468
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7467
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7456
tRNA-guanine(15) transglycosylase	O58843	ATGT_PYRHO	Pyrococcus horikoshii	3	0.7452
Uncharacterized protein	Q3F0V8	Q3F0V8_BACTI	Bacillus thuringiensis serovar israelensis ATCC 35646	3	0.7449
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7448
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7447
Activin receptor type-1	Q04771	ACVR1_HUMAN	Homo sapiens	3	0.7445
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7441
Interstitial collagenase	P03956	MMP1_HUMAN	Homo sapiens	3	0.7435
Rifampin ADP-ribosyl transferase	A0QRS5	A0QRS5_MYCS2	Mycolicibacterium smegmatis155)	3	0.7424
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7419
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7415
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7408
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7407
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.7407
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	2	0.7406
Pol protein	Q000H7	Q000H7_9HIV1	Human immunodeficiency virus 1	3	0.7400
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7400
Beta-lactamase	Q79MP6	Q79MP6_PSEAI	Pseudomonas aeruginosa	2	0.7392
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7391
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7369
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial	Q15119	PDK2_HUMAN	Homo sapiens	3	0.7366
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	2	0.7364
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7362
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7361
Nicotinamide phosphoribosyltransferase	P43490	NAMPT_HUMAN	Homo sapiens	3	0.7360
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	2	0.7359
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7355
Histone deacetylase 8	Q9BY41	HDAC8_HUMAN	Homo sapiens	3	0.7349
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7349
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7347
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7341
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.7340
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7333
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7332
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7332
Cystathionine gamma-synthase	P56069	METB_HELPY	Helicobacter pylori	3	0.7328
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.7315
Mitogen-activated protein kinase kinase kinase 5	Q99683	M3K5_HUMAN	Homo sapiens	3	0.7311
RNA-dependent RNA polymerase	Q6A562	Q6A562_9VIRU	Thosea asigna virus	2	0.7304
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7303
Biflaviolin synthase CYP158A2	Q9FCA6	C1582_STRCO	Streptomyces coelicolor / M145)	3	0.7303
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7295
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7295
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7295
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7282
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	2	0.7280
Tryptase alpha/beta-1	Q15661	TRYB1_HUMAN	Homo sapiens	3	0.7279
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7278
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7276
Orf1ab polyprotein	Q6T1E9	Q6T1E9_CVHSA	SARS coronavirus CUHK-L2	3	0.7269
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	Q8N5Z0	AADAT_HUMAN	Homo sapiens	2	0.7269
[LysW]-aminoadipate kinase	O50147	LYSZ_THET2	Thermus thermophilus	3	0.7258
GTP 3',8-cyclase	P69848	MOAA_STAA8	Staphylococcus aureus	3	0.7257
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7256
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7255
Agglutinin alpha chain	P18674	LECA_MACPO	Maclura pomifera	3	0.7252
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7249
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	3	0.7247
Secoisolariciresinol dehydrogenase	Q94KL8	SILD_PODPE	Podophyllum peltatum	3	0.7243
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7239
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7232
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7232
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7231
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.7230
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	2	0.7229
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7228
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7225
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7225
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7211
Flavin-dependent thymidylate synthase	Q9WYT0	THYX_THEMA	Thermotoga maritima	3	0.7210
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7209
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7203
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7201
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	2	0.7201
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	2	0.7201
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.7191
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.7191
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7190
Beta-glucuronidase	P05804	BGLR_ECOLI	Escherichia coli	3	0.7176
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7170
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.7161
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7161
Heat shock protein 75 kDa, mitochondrial	Q12931	TRAP1_HUMAN	Homo sapiens	3	0.7159
Nucleoside permease	Q9KPL5	Q9KPL5_VIBCH	Vibrio cholerae serotype O1	3	0.7151
Ribosome-inactivating protein 3	P25891	RIP3_MAIZE	Zea mays	2	0.7151
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7143
Genome polyprotein	C0LMU0	C0LMU0_9FLAV	dengue virus type 3	3	0.7138
Nickel-binding periplasmic protein	P33590	NIKA_ECOLI	Escherichia coli	2	0.7133
Orf1a polyprotein	Q692E5	Q692E5_CVHSA	SARS coronavirus TJF	2	0.7126
Chymotrypsinogen A	P00766	CTRA_BOVIN	Bos taurus	3	0.7124
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7117
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640	Q9CCZ4	Y2640_MYCLE	Mycobacterium leprae	3	0.7117
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	3	0.7109
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	2	0.7100
Myosin heavy chain kinase A	P42527	MHCKA_DICDI	Dictyostelium discoideum	2	0.7099
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7098
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7089
Abscisic acid receptor PYR1	O49686	PYR1_ARATH	Arabidopsis thaliana	3	0.7089
Capsid protein VP1	O56137	O56137_9VIRU	Adeno-associated virus - 6	3	0.7087
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	2	0.7080
Prolyl endopeptidase	P23687	PPCE_PIG	Sus scrofa	3	0.7078
ADP compounds hydrolase NudE	P45799	NUDE_ECOLI	Escherichia coli	2	0.7078
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7075
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7070
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7061
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	2	0.7061
Kelch-like ECH-associated protein 1	Q14145	KEAP1_HUMAN	Homo sapiens	3	0.7057
3-hydroxybenzoate 4-monooxygenase	Q6SSJ6	MOBA_COMTE	Comamonas testosteroni	2	0.7056
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7054
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	2	0.7050
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7042
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7041
Albumin	P02768	ALBU_HUMAN	Homo sapiens	2	0.7040
Bifunctional protein GlmU	P43889	GLMU_HAEIN	Haemophilus influenzae	4	0.7039
16S rRNA (guanine(1405)-N(7))-methyltransferase	Q763K9	Q763K9_ECOLX	Escherichia coli	3	0.7034
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7030
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	2	0.7025
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7021
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7021
Ferric enterobactin-binding periplasmic protein FepB	P0AEL6	FEPB_ECOLI	Escherichia coli	3	0.7019
Deacetoxycephalosporin C synthase	P18548	CEFE_STRCL	Streptomyces clavuligerus	2	0.7019
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.7013
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	2	0.7011
Biflaviolin synthase CYP158A2	Q9FCA6	C1582_STRCO	Streptomyces coelicolor / M145)	3	0.7008
Cell division protein FtsZ	P0A029	FTSZ_STAAM	Staphylococcus aureus	3	0.7006
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	3	0.7003
tRNA (adenine(9)-N1)-methyltransferase	Q4J894	TRM10_SULAC	Sulfolobus acidocaldarius	3	0.7003
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7003
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7002

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