6a-(3-Methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-3,8,9-triol

Details

• Internal ID: 4a27a44f-0270-4ce5-9793-b9e395017718
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 6a-(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-3,8,9-triol
• InChI: InChI=1S/C20H20O5/c1-11(2)5-6-20-10-24-17-7-12(21)3-4-13(17)19(20)25-18-9-16(23)15(22)8-14(18)20/h3-5,7-9,19,21-23H,6,10H2,1-2H3
• InChI Key: UCYCRJCXEHJRDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	+	0.5209	52.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7809	78.09%
OATP2B1 inhibitior	-	0.7184	71.84%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9729	97.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7801	78.01%
P-glycoprotein inhibitior	-	0.6603	66.03%
P-glycoprotein substrate	+	0.5526	55.26%
CYP3A4 substrate	+	0.5581	55.81%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	+	0.4094	40.94%
CYP3A4 inhibition	-	0.7301	73.01%
CYP2C9 inhibition	+	0.7483	74.83%
CYP2C19 inhibition	+	0.7940	79.40%
CYP2D6 inhibition	-	0.6749	67.49%
CYP1A2 inhibition	+	0.7639	76.39%
CYP2C8 inhibition	+	0.5815	58.15%
CYP inhibitory promiscuity	+	0.8247	82.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6070	60.70%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.8726	87.26%
Skin irritation	-	0.7347	73.47%
Skin corrosion	-	0.9030	90.30%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5055	50.55%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.6446	64.46%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6171	61.71%
Acute Oral Toxicity (c)	III	0.6222	62.22%
Estrogen receptor binding	+	0.7618	76.18%
Androgen receptor binding	+	0.7069	70.69%
Thyroid receptor binding	+	0.7748	77.48%
Glucocorticoid receptor binding	+	0.8593	85.93%
Aromatase binding	+	0.7261	72.61%
PPAR gamma	+	0.7747	77.47%
Honey bee toxicity	-	0.8334	83.34%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9882	98.82%

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	99.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.81%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.56%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.72%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.82%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.08%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.91%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.21%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.09%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.72%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.59%	95.56%
CHEMBL236	P41143	Delta opioid receptor	82.92%	99.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.17%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.22%	85.00%

Plants that contains it

• Lespedeza homoloba

Cross-Links

• PubChem: 101040107
• LOTUS: LTS0121829
• wikiData: Q105270222