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

Details

• Internal ID: aa2f98b0-9946-4f4a-b769-835bdff62e1f
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (6aS,11aS)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene
• InChI: InChI=1S/C16H14O3/c1-17-10-6-7-11-13-9-18-14-5-3-2-4-12(14)16(13)19-15(11)8-10/h2-8,13,16H,9H2,1H3/t13-,16-/m1/s1
• InChI Key: ISNRMYJISDGWTH-CZUORRHYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.094294304 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.9147	91.47%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7522	75.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9455	94.55%
OATP1B3 inhibitior	+	0.9926	99.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6608	66.08%
P-glycoprotein inhibitior	-	0.7756	77.56%
P-glycoprotein substrate	-	0.8045	80.45%
CYP3A4 substrate	+	0.5206	52.06%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	+	0.5058	50.58%
CYP3A4 inhibition	-	0.6976	69.76%
CYP2C9 inhibition	+	0.8309	83.09%
CYP2C19 inhibition	+	0.9550	95.50%
CYP2D6 inhibition	+	0.7766	77.66%
CYP1A2 inhibition	+	0.9860	98.60%
CYP2C8 inhibition	+	0.4903	49.03%
CYP inhibitory promiscuity	+	0.8771	87.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4116	41.16%
Eye corrosion	-	0.9356	93.56%
Eye irritation	-	0.5750	57.50%
Skin irritation	-	0.6910	69.10%
Skin corrosion	-	0.9774	97.74%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7065	70.65%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.7185	71.85%
skin sensitisation	-	0.7510	75.10%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6840	68.40%
Acute Oral Toxicity (c)	III	0.7120	71.20%
Estrogen receptor binding	+	0.7172	71.72%
Androgen receptor binding	+	0.5864	58.64%
Thyroid receptor binding	+	0.6324	63.24%
Glucocorticoid receptor binding	+	0.5473	54.73%
Aromatase binding	+	0.5285	52.85%
PPAR gamma	+	0.5231	52.31%
Honey bee toxicity	-	0.8638	86.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	+	0.7145	71.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	98.64%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.27%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.60%	95.56%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	91.40%	95.55%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.37%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.77%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.71%	93.99%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.45%	94.80%
CHEMBL1907	P15144	Aminopeptidase N	85.60%	93.31%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	85.48%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.34%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.77%	92.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.04%	89.44%
CHEMBL2039	P27338	Monoamine oxidase B	81.46%	92.51%
CHEMBL2581	P07339	Cathepsin D	81.05%	98.95%

Plants that contains it

• Bolusanthus speciosus

Cross-Links

• PubChem: 53473463
• LOTUS: LTS0198453
• wikiData: Q105119647