Meliotocarpan D

Details

• Internal ID: 653a77b1-67c2-447e-a823-f590a1b61595
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (6aR,11aR)-3,9-dimethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-4,10-diol
• SMILES (Canonical): COC1=C(C2=C(C=C1)C3COC4=C(C3O2)C=CC(=C4O)OC)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)[C@@H]3COC4=C([C@@H]3O2)C=CC(=C4O)OC)O
• InChI: InChI=1S/C17H16O6/c1-20-11-6-4-9-15-10(7-22-16(9)13(11)18)8-3-5-12(21-2)14(19)17(8)23-15/h3-6,10,15,18-19H,7H2,1-2H3/t10-,15-/m0/s1
• InChI Key: TYCXZCXHNKDQCZ-BONVTDFDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 83013-81-4
• 6H-Benzofuro[3,2-c][1]benzopyran-4,10-diol, 6a,11a-dihydro-3,9-dimethoxy-, (6aR,11aR)-
• SCHEMBL20138482
• DTXSID901131885
• AKOS040734288
• FS-8473
• (6aR,11aR)-6a,11a-Dihydro-3,9-dimethoxy-6H-benzofuro[3,2-c][1]benzopyran-4,10-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9197	91.97%
Caco-2	+	0.6726	67.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7734	77.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9410	94.10%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5458	54.58%
P-glycoprotein inhibitior	-	0.7403	74.03%
P-glycoprotein substrate	-	0.7550	75.50%
CYP3A4 substrate	+	0.5117	51.17%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	-	0.5178	51.78%
CYP2C9 inhibition	+	0.7871	78.71%
CYP2C19 inhibition	+	0.8903	89.03%
CYP2D6 inhibition	+	0.7325	73.25%
CYP1A2 inhibition	+	0.8421	84.21%
CYP2C8 inhibition	+	0.5470	54.70%
CYP inhibitory promiscuity	+	0.8563	85.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4861	48.61%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.5562	55.62%
Skin irritation	-	0.7655	76.55%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5899	58.99%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8105	81.05%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6577	65.77%
Acute Oral Toxicity (c)	III	0.6606	66.06%
Estrogen receptor binding	+	0.6629	66.29%
Androgen receptor binding	+	0.6219	62.19%
Thyroid receptor binding	+	0.6846	68.46%
Glucocorticoid receptor binding	+	0.6103	61.03%
Aromatase binding	-	0.7143	71.43%
PPAR gamma	+	0.6260	62.60%
Honey bee toxicity	-	0.9007	90.07%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	+	0.8059	80.59%

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	94.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.14%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.70%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.04%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.53%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.38%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.32%	94.45%

Plants that contains it

• Dalbergia odorifera
• Melilotus albus

Cross-Links

• PubChem: 23259933
• LOTUS: LTS0230505
• wikiData: Q105267243