ANPDB

Select a section from the left sidebar

Yuankanin

Family: Plantae - Thymelaeaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonoid Glycoside

Canonical Smiles	COc1cc(O[C@@H]2O[C@H](CO[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)c2c(c1)oc(cc2=O)c1ccc(cc1)O
InChI	InChI=1S/C27H30O14/c1-36-13-6-17-20(14(29)8-16(39-17)11-2-4-12(28)5-3-11)18(7-13)40-27-25(35)23(33)22(32)19(41-27)10-38-26-24(34)21(31)15(30)9-37-26/h2-8,15,19,21-28,30-35H,9-10H2,1H3/t15-,19-,21+,22-,23+,24-,25-,26+,27-/m1/s1
InChIKey	ZKIXACXWZQFVAB-MUCJXJSVSA-N
Formula	C₂₇H₃₀O₁₄
HBA	14
HBD	7
MW	578.52
Rotatable Bonds	7
TPSA	217.97
LogP	-1.18
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	41
Formal Charge	0
Fraction CSP3	0.44
Exact Mass	578.16
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Gnidia involucrata	Thymelaeaceae	Plantae	142743

Showing of synonyms

Ferrari J, Terreaux C, et al. (2000). Benzophenone glycosides from Gnidia involucrata. Phytochemistry,2000,54(8),883-889. [View] [PubMed]

Pubchem: 157000

Cas: 77099-20-8

Zinc: ZINC000085646110

Nmrshiftdb2: 60026357

Chembl: CHEMBL3121247

Comptox: DTXSID90227880

No compound-protein relationship available.

SMILES: O1CCCCC1OCC2CCCC(O2)Oc3cccc(c34)oc(cc4=O)-c5ccccc5

Level: 3

Mol. Weight: 578.52 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)Oc3cccc(c34)occc4=O

Level: 2

Mol. Weight: 578.52 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)cccc3OC4CCCCO4

Level: 2

Mol. Weight: 578.52 g/mol

SMILES: O=c1ccoc(c12)cccc2OC3CCCCO3

Level: 1

Mol. Weight: 578.52 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 578.52 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 578.52 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 578.52 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 578.52 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 578.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.56
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.010
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 4.13

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.970
Plasma Protein Binding: 76.65
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 6.540
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: -2.630
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.840
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.780
Micronucleos: Toxic
NR-AhR: Toxic
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: -7124.160
Rat (Acute): 2.450
Rat (Chronic Oral): 3.890
Fathead Minnow: 17.540
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 489.040
Hydration Free Energy: -2.930
Log(D) at pH=7.4: 0.680
Log(P): -0.26
Log S: -4.37
Log(Vapor Pressure): -12.04
Melting Point: 212.63
pKa Acid: 5.12
pKa Basic: 4.05

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9791
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9791
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.9586
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.9586
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9569
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9569
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9502
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9502
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	3	0.9250
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	3	0.9250
Lactoperoxidase	A0A452E9Y6	PERL_CAPHI	Capra hircus	3	0.9051
Lactoperoxidase	A0A452E9Y6	PERL_CAPHI	Capra hircus	3	0.9051
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	4	0.9023
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	4	0.9023
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8912
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8912
TetR family transcriptional regulator	Q58L87	Q58L87_MYCSM	Mycolicibacterium smegmatis	3	0.8791
TetR family transcriptional regulator	Q58L87	Q58L87_MYCSM	Mycolicibacterium smegmatis	3	0.8791
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8749
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8749
Histamine N-methyltransferase	P50135	HNMT_HUMAN	Homo sapiens	4	0.8675
Histamine N-methyltransferase	P50135	HNMT_HUMAN	Homo sapiens	4	0.8675
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8636
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8636
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8606
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8606
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.8383
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.8383
Squalene synthase	P37268	FDFT_HUMAN	Homo sapiens	3	0.8355
Squalene synthase	P37268	FDFT_HUMAN	Homo sapiens	3	0.8355
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8292
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8292
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8152
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8152
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8141
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8141
Cholinesterase	P06276	CHLE_HUMAN	Homo sapiens	3	0.8118
Cholinesterase	P06276	CHLE_HUMAN	Homo sapiens	3	0.8118
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.8080
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.8080
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.8018
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.8018
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.7955
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.7955
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7942
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7942
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7902
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7902
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.7816
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.7816
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.7812
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.7812
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7795
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7795
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7750
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7750
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7687
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7687
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7677
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7677
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7652
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7652
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.7622
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.7622
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7621
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7621
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7607
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7607
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	2	0.7579
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	2	0.7579
Serine/threonine-protein kinase Nek2	P51955	NEK2_HUMAN	Homo sapiens	3	0.7579
Serine/threonine-protein kinase Nek2	P51955	NEK2_HUMAN	Homo sapiens	3	0.7579
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7562
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7562
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.7557
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.7557
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7555
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7555
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7510
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7510
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.7433
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.7433
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7411
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7411
IOMT 3	Q06YR3	Q06YR3_MEDTR	Medicago truncatula	3	0.7385
IOMT 3	Q06YR3	Q06YR3_MEDTR	Medicago truncatula	3	0.7385
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.7312
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.7312
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7299
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7299
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	2	0.7298
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	2	0.7298
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7260
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7260
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7259
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7259
Flavin reductase (NADPH)	P30043	BLVRB_HUMAN	Homo sapiens	3	0.7248
Flavin reductase (NADPH)	P30043	BLVRB_HUMAN	Homo sapiens	3	0.7248
Histone deacetylase 7	Q8WUI4	HDAC7_HUMAN	Homo sapiens	3	0.7242
Histone deacetylase 7	Q8WUI4	HDAC7_HUMAN	Homo sapiens	3	0.7242
4-hydroxyphenylacetate 3-monooxygenase	Q8YHT7	Q8YHT7_BRUME	Brucella melitensis biotype 1	2	0.7207
4-hydroxyphenylacetate 3-monooxygenase	Q8YHT7	Q8YHT7_BRUME	Brucella melitensis biotype 1	2	0.7207
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7201
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7201
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.7199
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.7199
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7190
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7190
Ketimine reductase mu-crystallin	O54983	CRYM_MOUSE	Mus musculus	2	0.7178
Ketimine reductase mu-crystallin	O54983	CRYM_MOUSE	Mus musculus	2	0.7178
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7177
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7177
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7137
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7137
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	4	0.7131
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	4	0.7131
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7128
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7128
Acyl-coenzyme A synthetase ACSM2A, mitochondrial	Q08AH3	ACS2A_HUMAN	Homo sapiens	2	0.7100
Acyl-coenzyme A synthetase ACSM2A, mitochondrial	Q08AH3	ACS2A_HUMAN	Homo sapiens	2	0.7100
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7088
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7088
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7074
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7074
Small heat shock protein StHsp14.0	Q970D9	Q970D9_SULTO	Sulfurisphaera tokodaii	3	0.7066
Small heat shock protein StHsp14.0	Q970D9	Q970D9_SULTO	Sulfurisphaera tokodaii	3	0.7066
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7046
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7046
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7031
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7031
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7027
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7027
Formate--tetrahydrofolate ligase	P21164	FTHS_MOOTH	Moorella thermoacetica	2	0.7006
Formate--tetrahydrofolate ligase	P21164	FTHS_MOOTH	Moorella thermoacetica	2	0.7006
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7004
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7004

Download SDF