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

Details

• Internal ID: 9a3aecf7-526e-4fab-a10e-db0bbe2400c0
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (6S,6aS,11aR)-3,6,9-trimethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene
• SMILES (Canonical): COC1C2C(C3=C(O1)C=C(C=C3)OC)OC4=C2C=CC(=C4)OC
• SMILES (Isomeric): CO[C@@H]1[C@@H]2[C@H](C3=C(O1)C=C(C=C3)OC)OC4=C2C=CC(=C4)OC
• InChI: InChI=1S/C18H18O5/c1-19-10-4-6-12-14(8-10)22-17-13-7-5-11(20-2)9-15(13)23-18(21-3)16(12)17/h4-9,16-18H,1-3H3/t16-,17-,18-/m0/s1
• InChI Key: KGZXHPWOBPVKDK-BZSNNMDCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 46.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.8872	88.72%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5868	58.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9492	94.92%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6459	64.59%
P-glycoprotein inhibitior	+	0.6173	61.73%
P-glycoprotein substrate	-	0.8641	86.41%
CYP3A4 substrate	-	0.5155	51.55%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	+	0.3802	38.02%
CYP3A4 inhibition	-	0.6445	64.45%
CYP2C9 inhibition	-	0.6314	63.14%
CYP2C19 inhibition	+	0.7110	71.10%
CYP2D6 inhibition	+	0.6923	69.23%
CYP1A2 inhibition	+	0.9599	95.99%
CYP2C8 inhibition	-	0.6704	67.04%
CYP inhibitory promiscuity	+	0.7950	79.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.3972	39.72%
Eye corrosion	-	0.9615	96.15%
Eye irritation	-	0.6586	65.86%
Skin irritation	-	0.8012	80.12%
Skin corrosion	-	0.9854	98.54%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6834	68.34%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6560	65.60%
skin sensitisation	-	0.8594	85.94%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5411	54.11%
Acute Oral Toxicity (c)	II	0.4093	40.93%
Estrogen receptor binding	+	0.8427	84.27%
Androgen receptor binding	+	0.5769	57.69%
Thyroid receptor binding	+	0.7311	73.11%
Glucocorticoid receptor binding	+	0.7148	71.48%
Aromatase binding	+	0.5586	55.86%
PPAR gamma	+	0.6239	62.39%
Honey bee toxicity	-	0.8539	85.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	+	0.8998	89.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	93.72%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.85%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.53%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	86.95%	93.31%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.10%	94.80%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.10%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.38%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.65%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.26%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.51%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.49%	99.17%

Plants that contains it

• Millettia pulchra

Cross-Links

• PubChem: 163025439
• LOTUS: LTS0032176
• wikiData: Q105141066