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Erythribyssin B

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Pterocarpan

Canonical Smiles	O=Cc1c(O)ccc2c1O[C@@H]1[C@H]2COc2c1ccc(c2)O
InChI	InChI=1S/C16H12O5/c17-6-11-13(19)4-3-9-12-7-20-14-5-8(18)1-2-10(14)16(12)21-15(9)11/h1-6,12,16,18-19H,7H2/t12-,16-/m0/s1
InChIKey	FJZRCLCBDONNNU-LRDDRELGSA-N
Formula	C₁₆H₁₂O₅
HBA	5
HBD	2
MW	284.27
Rotatable Bonds	1
TPSA	75.99
LogP	2.52
Number Rings	4
Number Aromatic Rings	2
Heavy Atom Count	21
Formal Charge	0
Fraction CSP3	0.19
Exact Mass	284.07
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Erythrina abyssinica	Leguminosae/Fabaceae	Plantae	1237573

Showing of synonyms

Nguyen PH, Le TV, et al. (2009). Cytotoxic and PTP1B inhibitory activities from Erythrina abyssinica. Bioorganic & medicinal chemistry letters,2009, 19(23), 6745-9. [View] [PubMed]

Pubchem: 46879997

Zinc: ZINC000049032015

Nmrshiftdb2: 60046508

Chembl: CHEMBL1079406

Bindingdb: 50311573

No compound-protein relationship available.

SMILES: c1cccc(c12)OC3C2COc4c3cccc4

Level: 0

Mol. Weight: 284.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.83
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.62
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.72

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.56
Plasma Protein Binding: 67.4
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: 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: 8.93
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.53
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.41
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.41
Micronucleos: Toxic
NR-AhR: Safe
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: Toxic
T. Pyriformis: 3.27
Rat (Acute): 2.01
Rat (Chronic Oral): 1.92
Fathead Minnow: 4.26
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Toxic
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 419.96
Hydration Free Energy: -9.28
Log(D) at pH=7.4: 2.27
Log(P): 2.65
Log S: -3.83
Log(Vapor Pressure): -8.7
Melting Point: 227.05
pKa Acid: 7.93
pKa Basic: 4.03

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9397
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.9308
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.9187
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.9162
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8923
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.8820
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	3	0.8780
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8675
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase	Q8DNV6	Q8DNV6_STRR6	Streptococcus pneumoniae	3	0.8625
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8416
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	3	0.8400
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	3	0.8370
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.8268
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8236
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.8203
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.8185
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.8144
ActVA 6 protein	Q53908	Q53908_STRCH	Streptomyces coelicolor	3	0.8142
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8092
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8076
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7989
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7863
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7846
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7779
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7754
Enoyl-ACP reductase	Q9BH77	Q9BH77_PLAFA	Plasmodium falciparum	3	0.7744
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7683
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7672
Proto-oncogene tyrosine-protein kinase Src	P12931	SRC_HUMAN	Homo sapiens	3	0.7658
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7654
Pteridine reductase 1	Q01782	PTR1_LEIMA	Leishmania major	3	0.7648
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.7640
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.7639
Peptidyl-prolyl cis-trans isomerase FKBP5	Q13451	FKBP5_HUMAN	Homo sapiens	3	0.7634
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7629
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7611
IOMT 3	Q06YR3	Q06YR3_MEDTR	Medicago truncatula	3	0.7598
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7597
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7552
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7505
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	3	0.7483
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7462
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7450
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7447
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7437
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7372
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	3	0.7368
cGMP-dependent protein kinase 1	Q13976	KGP1_HUMAN	Homo sapiens	3	0.7362
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7352
Tau-tubulin kinase 1	Q5TCY1	TTBK1_HUMAN	Homo sapiens	3	0.7349
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7335
Phosphodiesterase	Q8WQX9	Q8WQX9_9TRYP	Trypanosoma brucei	3	0.7324
Cytohesin-2	Q99418	CYH2_HUMAN	Homo sapiens	3	0.7303
Biotin carboxylase	P24182	ACCC_ECOLI	Escherichia coli	3	0.7295
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7291
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.7254
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7251
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.7246
Beta-adrenergic receptor kinase 1	P25098	ARBK1_HUMAN	Homo sapiens	3	0.7230
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7224
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7212
Macrophage colony-stimulating factor 1 receptor	P07333	CSF1R_HUMAN	Homo sapiens	3	0.7187
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	2	0.7181
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7179
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	3	0.7171
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7158
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.7131
Serine hydroxymethyltransferase	Q7SIB6	Q7SIB6_GEOSE	Geobacillus stearothermophilus	3	0.7095
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7095
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7074
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7066
Nucleoside diphosphate kinase	Q5UQL3	NDK_MIMIV	Acanthamoeba polyphaga mimivirus	2	0.7064
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	2	0.7025
Aspartate carbamoyltransferase catalytic subunit	P0A786	PYRB_ECOLI	Escherichia coli	3	0.7014
Sterol 14alpha-demethylase	P9WPP9	CP51_MYCTU	Mycobacterium tuberculosis	4	0.7013

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