10-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol

Details

• Internal ID: 790f1e08-d67d-4268-a256-a3a314baeeb6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 10-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
• SMILES (Canonical): COC1=C(C=CC2=C1OC3C2COC4=C3C=CC(=C4)O)O
• SMILES (Isomeric): COC1=C(C=CC2=C1OC3C2COC4=C3C=CC(=C4)O)O
• InChI: InChI=1S/C16H14O5/c1-19-16-12(18)5-4-9-11-7-20-13-6-8(17)2-3-10(13)14(11)21-15(9)16/h2-6,11,14,17-18H,7H2,1H3
• InChI Key: FPRVFTCYJRERLF-UHFFFAOYSA-N
• Popularity: 0 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	+	0.9700	97.00%
Caco-2	+	0.6586	65.86%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7867	78.67%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9284	92.84%
OATP1B3 inhibitior	+	0.9782	97.82%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6440	64.40%
P-glycoprotein inhibitior	-	0.8959	89.59%
P-glycoprotein substrate	-	0.7654	76.54%
CYP3A4 substrate	+	0.5340	53.40%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	-	0.5996	59.96%
CYP2C9 inhibition	+	0.7556	75.56%
CYP2C19 inhibition	+	0.8833	88.33%
CYP2D6 inhibition	+	0.6318	63.18%
CYP1A2 inhibition	+	0.9016	90.16%
CYP2C8 inhibition	+	0.6455	64.55%
CYP inhibitory promiscuity	+	0.8529	85.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4232	42.32%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.6157	61.57%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4300	43.00%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.7904	79.04%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7155	71.55%
Acute Oral Toxicity (c)	III	0.7722	77.22%
Estrogen receptor binding	+	0.5598	55.98%
Androgen receptor binding	+	0.6485	64.85%
Thyroid receptor binding	+	0.7483	74.83%
Glucocorticoid receptor binding	+	0.7098	70.98%
Aromatase binding	-	0.6626	66.26%
PPAR gamma	+	0.5400	54.00%
Honey bee toxicity	-	0.8688	86.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7595	75.95%

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	98.37%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.61%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.88%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.58%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.73%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.40%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.92%	97.09%
CHEMBL2535	P11166	Glucose transporter	87.52%	98.75%
CHEMBL2581	P07339	Cathepsin D	82.90%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.18%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.11%	82.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.92%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.73%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.19%	89.00%

Plants that contains it

• Lathyrus nissolia

Cross-Links

• PubChem: 4484950
• LOTUS: LTS0049854
• wikiData: Q104999349