(6aS,11aS)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol

Details

• Internal ID: 27f0061e-010e-455a-8c51-292967cd04d4
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (6aS,11aS)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
• SMILES (Canonical): C1C2C(C3=C(O1)C=C(C=C3)O)OC4=C2C=CC(=C4)O
• SMILES (Isomeric): C1[C@H]2[C@@H](C3=C(O1)C=C(C=C3)O)OC4=C2C=CC(=C4)O
• InChI: InChI=1S/C15H12O4/c16-8-2-4-11-13(5-8)18-7-12-10-3-1-9(17)6-14(10)19-15(11)12/h1-6,12,15-17H,7H2/t12-,15-/m1/s1
• InChI Key: ODMIEGVTNZNSLD-IUODEOHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	-	0.5569	55.69%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7990	79.90%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7422	74.22%
P-glycoprotein inhibitior	-	0.9002	90.02%
P-glycoprotein substrate	-	0.8203	82.03%
CYP3A4 substrate	-	0.5891	58.91%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	+	0.4476	44.76%
CYP3A4 inhibition	-	0.6893	68.93%
CYP2C9 inhibition	+	0.7793	77.93%
CYP2C19 inhibition	+	0.7150	71.50%
CYP2D6 inhibition	-	0.5569	55.69%
CYP1A2 inhibition	+	0.9391	93.91%
CYP2C8 inhibition	+	0.5232	52.32%
CYP inhibitory promiscuity	+	0.6953	69.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5017	50.17%
Eye corrosion	-	0.9861	98.61%
Eye irritation	+	0.7967	79.67%
Skin irritation	-	0.5802	58.02%
Skin corrosion	-	0.9769	97.69%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6268	62.68%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8277	82.77%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6809	68.09%
Acute Oral Toxicity (c)	III	0.5017	50.17%
Estrogen receptor binding	+	0.6451	64.51%
Androgen receptor binding	+	0.6843	68.43%
Thyroid receptor binding	+	0.7409	74.09%
Glucocorticoid receptor binding	+	0.6272	62.72%
Aromatase binding	+	0.5590	55.90%
PPAR gamma	+	0.7578	75.78%
Honey bee toxicity	-	0.9099	90.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8101	81.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.17%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.57%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	87.07%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.88%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.44%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.87%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.16%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.12%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.34%	100.00%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	80.46%	96.42%

Plants that contains it

• Erythrina poeppigiana
• Phaseolus vulgaris

Cross-Links

• PubChem: 159962296
• LOTUS: LTS0192005
• wikiData: Q105189916