Melilotocarpan C

Details

• Internal ID: b338f0bd-9016-4510-bb47-6f16b6500de7
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 3,9,10-trimethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-4-ol
• SMILES (Canonical): COC1=C(C2=C(C=C1)C3C(CO2)C4=C(O3)C(=C(C=C4)OC)OC)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C3C(CO2)C4=C(O3)C(=C(C=C4)OC)OC)O
• InChI: InChI=1S/C18H18O6/c1-20-12-6-5-10-15-11(8-23-16(10)14(12)19)9-4-7-13(21-2)18(22-3)17(9)24-15/h4-7,11,15,19H,8H2,1-3H3
• InChI Key: ITMVICNONDPRSU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 4-Hydroxy-3,9,10-trimethoxypterocarpan
• CHEBI:175207
• LMPK12070086
• 3,9,10-trimethoxy-6a,11a-dihydro-6H-[1]benzouro[3,2-c]chromen-4-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9491	94.91%
Caco-2	+	0.8475	84.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7231	72.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9351	93.51%
OATP1B3 inhibitior	+	0.9705	97.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6374	63.74%
P-glycoprotein inhibitior	-	0.6087	60.87%
P-glycoprotein substrate	-	0.7683	76.83%
CYP3A4 substrate	+	0.5395	53.95%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.5833	58.33%
CYP2C19 inhibition	+	0.8451	84.51%
CYP2D6 inhibition	+	0.5378	53.78%
CYP1A2 inhibition	+	0.8672	86.72%
CYP2C8 inhibition	+	0.6127	61.27%
CYP inhibitory promiscuity	+	0.7654	76.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4644	46.44%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.7621	76.21%
Skin irritation	-	0.7811	78.11%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4930	49.30%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8173	81.73%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7265	72.65%
Acute Oral Toxicity (c)	III	0.4371	43.71%
Estrogen receptor binding	+	0.7642	76.42%
Androgen receptor binding	+	0.5995	59.95%
Thyroid receptor binding	+	0.7727	77.27%
Glucocorticoid receptor binding	+	0.6563	65.63%
Aromatase binding	-	0.7348	73.48%
PPAR gamma	-	0.5097	50.97%
Honey bee toxicity	-	0.8985	89.85%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	+	0.8040	80.40%

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	93.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.13%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.51%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.91%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.79%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.72%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.53%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.19%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.75%	93.56%

Plants that contains it

• Dalbergia odorifera
• Melilotus albus

Cross-Links

• PubChem: 5319350
• NPASS: NPC32313
• LOTUS: LTS0183972
• wikiData: Q104401978