(6aR,11aR)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,4-diol

Details

• Internal ID: 803fa704-8835-44c7-a95f-44ea63c355c1
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (6aR,11aR)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,4-diol
• InChI: InChI=1S/C16H14O5/c1-19-8-2-3-9-11-7-20-16-10(4-5-12(17)14(16)18)15(11)21-13(9)6-8/h2-6,11,15,17-18H,7H2,1H3/t11-,15-/m0/s1
• InChI Key: YRFDJOAWSXSLMG-NHYWBVRUSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8754	87.54%
Caco-2	-	0.5473	54.73%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7549	75.49%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9270	92.70%
OATP1B3 inhibitior	+	0.9886	98.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7135	71.35%
P-glycoprotein inhibitior	-	0.8843	88.43%
P-glycoprotein substrate	-	0.8132	81.32%
CYP3A4 substrate	+	0.5278	52.78%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	+	0.4370	43.70%
CYP3A4 inhibition	-	0.7025	70.25%
CYP2C9 inhibition	+	0.6205	62.05%
CYP2C19 inhibition	+	0.7817	78.17%
CYP2D6 inhibition	+	0.5581	55.81%
CYP1A2 inhibition	+	0.8650	86.50%
CYP2C8 inhibition	+	0.5060	50.60%
CYP inhibitory promiscuity	+	0.7299	72.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4283	42.83%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.4774	47.74%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5568	55.68%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8257	82.57%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8115	81.15%
Acute Oral Toxicity (c)	III	0.7013	70.13%
Estrogen receptor binding	+	0.6928	69.28%
Androgen receptor binding	+	0.7286	72.86%
Thyroid receptor binding	+	0.7400	74.00%
Glucocorticoid receptor binding	+	0.6664	66.64%
Aromatase binding	-	0.5729	57.29%
PPAR gamma	+	0.6616	66.16%
Honey bee toxicity	-	0.9032	90.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.7988	79.88%

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	99.40%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.59%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.55%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.98%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.85%	86.33%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	87.41%	95.55%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.23%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.91%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.90%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.79%	94.45%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.56%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	80.75%	93.31%
CHEMBL4208	P20618	Proteasome component C5	80.44%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.41%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.09%	93.40%

Plants that contains it

• Taverniera abyssinica

Cross-Links

• PubChem: 13940834
• LOTUS: LTS0176315
• wikiData: Q105352754