1-(3,6a-Dihydroxy-9-methoxy-6,11a-dihydro-[1]benzofuro[3,2-c]chromen-10-yl)-3-methylbutan-2-one

Details

• Internal ID: df2d36b6-ed2c-41cd-8bd8-c004f765acf3
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 1-(3,6a-dihydroxy-9-methoxy-6,11a-dihydro-[1]benzofuro[3,2-c]chromen-10-yl)-3-methylbutan-2-one
• SMILES (Canonical): CC(C)C(=O)CC1=C(C=CC2=C1OC3C2(COC4=C3C=CC(=C4)O)O)OC
• SMILES (Isomeric): CC(C)C(=O)CC1=C(C=CC2=C1OC3C2(COC4=C3C=CC(=C4)O)O)OC
• InChI: InChI=1S/C21H22O6/c1-11(2)16(23)9-14-17(25-3)7-6-15-19(14)27-20-13-5-4-12(22)8-18(13)26-10-21(15,20)24/h4-8,11,20,22,24H,9-10H2,1-3H3
• InChI Key: AFOCANOUHLXZSA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.14163842 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9832	98.32%
Caco-2	+	0.8026	80.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7637	76.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8954	89.54%
OATP1B3 inhibitior	+	0.9046	90.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8795	87.95%
P-glycoprotein inhibitior	-	0.5251	52.51%
P-glycoprotein substrate	+	0.5858	58.58%
CYP3A4 substrate	+	0.6340	63.40%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	+	0.3560	35.60%
CYP3A4 inhibition	-	0.8058	80.58%
CYP2C9 inhibition	-	0.7969	79.69%
CYP2C19 inhibition	-	0.6689	66.89%
CYP2D6 inhibition	-	0.8001	80.01%
CYP1A2 inhibition	+	0.6127	61.27%
CYP2C8 inhibition	+	0.5926	59.26%
CYP inhibitory promiscuity	-	0.7030	70.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5724	57.24%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8791	87.91%
Skin irritation	-	0.8027	80.27%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6669	66.69%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.7857	78.57%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6838	68.38%
Acute Oral Toxicity (c)	III	0.6396	63.96%
Estrogen receptor binding	+	0.8570	85.70%
Androgen receptor binding	+	0.6956	69.56%
Thyroid receptor binding	+	0.7009	70.09%
Glucocorticoid receptor binding	+	0.7587	75.87%
Aromatase binding	+	0.5503	55.03%
PPAR gamma	+	0.8339	83.39%
Honey bee toxicity	-	0.8155	81.55%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5238	52.38%
Fish aquatic toxicity	+	0.8572	85.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.99%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.96%	91.11%
CHEMBL2535	P11166	Glucose transporter	95.46%	98.75%
CHEMBL2581	P07339	Cathepsin D	93.53%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.45%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.91%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.50%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.41%	85.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.32%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.05%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.70%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.35%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.99%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.66%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.98%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.67%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.47%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.56%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.77%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.81%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.75%	91.07%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.96%	96.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.55%	89.50%

Plants that contains it

• Erythrina fusca
• Erythrina poeppigiana

Cross-Links

• PubChem: 73089255
• LOTUS: LTS0133014
• wikiData: Q104911367