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Moracin Q

Family: Plantae - Moraceae
Kingdom: Plantae
Class: Benzofuran
- Subclass: Prenylated Benzofuran

Canonical Smiles	COc1c(O)cc2c(c1CC(=O)C(C)C)cc(o2)c1cc(O)cc(c1)O
InChI	InChI=1S/C20H20O6/c1-10(2)16(23)7-15-14-8-18(11-4-12(21)6-13(22)5-11)26-19(14)9-17(24)20(15)25-3/h4-6,8-10,21-22,24H,7H2,1-3H3
InChIKey	WMDVTEYZKOEFEB-UHFFFAOYSA-N
Formula	C₂₀H₂₀O₆
HBA	6
HBD	3
MW	356.37
Rotatable Bonds	5
TPSA	100.13
LogP	3.99
Number Rings	3
Number Aromatic Rings	3
Heavy Atom Count	26
Formal Charge	0
Fraction CSP3	0.25
Exact Mass	356.13
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Morus mesozygia	Moraceae	Plantae	3054370

Showing of synonyms

Fozing CDA (2009). Prenylated arylbenzofuran derivatives from Morus mesozygia with antioxidant activity.. Phytochemistry,2009, 70(2), 216-221. [View] [PubMed]

Pubchem: 25208125

Cas: 1097634-32-6

Zinc: ZINC000043080736

Nmrshiftdb2: 60068635

Chembl: CHEMBL562169

Bindingdb: 50480477

No compound-protein relationship available.

SMILES: c1cccc(c12)oc(c2)-c3ccccc3

Level: 1

Mol. Weight: 356.37 g/mol

SMILES: c1coc(c12)cccc2

Level: 0

Mol. Weight: 356.37 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 356.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.13
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.900
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -0.66

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.140
Plasma Protein Binding: 83.14
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 8.350
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.920
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.940
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.950
Micronucleos: Toxic
NR-AhR: Toxic
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Toxic
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -0.240
Rat (Acute): 2.200
Rat (Chronic Oral): 3.170
Fathead Minnow: 4.930
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 455.170
Hydration Free Energy: -10.050
Log(D) at pH=7.4: 3.220
Log(P): 2.85
Log S: -6.09
Log(Vapor Pressure): -8.58
Melting Point: 221.72
pKa Acid: 7.5
pKa Basic: 6.44

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9425
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.9352
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.9316
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.9265
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9256
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.9086
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.8915
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.8861
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8816
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8659
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8617
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8603
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.8598
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.8595
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8590
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8571
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.8570
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8543
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8492
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.8460
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.8442
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8326
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.8295
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.8283
Chloramphenicol acetyltransferase	P62577	CAT_ECOLX	Escherichia coli	3	0.8276
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8263
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.8226
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.8200
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8198
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8086
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7998
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.7978
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7976
cAMP-dependent protein kinase type II-beta regulatory subunit	P12369	KAP3_RAT	Rattus norvegicus	3	0.7920
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.7905
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7899
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.7880
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	3	0.7868
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7817
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.7799
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7774
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7763
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7757
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.7757
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7740
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7727
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7712
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7693
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7675
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7665
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7663
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	4	0.7647
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7646
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7638
3-hydroxyisobutyryl-CoA hydrolase, mitochondrial	Q6NVY1	HIBCH_HUMAN	Homo sapiens	3	0.7633
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7633
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7620
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	4	0.7592
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7586
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.7575
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.7528
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7525
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7522
Fumarate reductase subunit D	P0A8Q3	FRDD_ECOLI	Escherichia coli	3	0.7521
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.7499
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7463
TGF-beta-activated kinase 1 and MAP3K7-binding protein 1	Q15750	TAB1_HUMAN	Homo sapiens	3	0.7430
Flavin-dependent thymidylate synthase	Q9WYT0	THYX_THEMA	Thermotoga maritima	3	0.7429
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7406
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7402
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7372
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7356
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	3	0.7343
Dihydrofolate reductase	P0A017	DYR_STAAU	Staphylococcus aureus	4	0.7331
Uridine phosphorylase	Q5XA29	Q5XA29_STRP6	Streptococcus pyogenes serotype M6	3	0.7319
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7306
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7293
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.7266
Fructose-1,6-bisphosphatase 1	P09467	F16P1_HUMAN	Homo sapiens	3	0.7262
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7244
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7242
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7236
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7229
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.7217
Glucose-1-phosphate thymidylyltransferase	Q9HU22	Q9HU22_PSEAE	Pseudomonas aeruginosa	3	0.7211
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.7202
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7199
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	4	0.7195
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	2	0.7193
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7175
Reaction center protein L chain	P0C0Y7	RCEH_RHOSH	Rhodobacter sphaeroides	3	0.7135
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7128
Heat shock protein HSP 90-beta	P08238	HS90B_HUMAN	Homo sapiens	3	0.7123
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7110
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7090
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	3	0.7089
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7072
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7049
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7044
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	4	0.7025
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7023
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7021
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	3	0.7017
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7011
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7006

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