(7S,8R)-4-methoxy-7-phenyl-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene-8,9-diol

Details

• Internal ID: 2ab21591-7075-4b82-94d6-aee5de7f078a
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 8-O-methylated isoflavonoids
• IUPAC Name: (7S,8R)-4-methoxy-7-phenyl-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene-8,9-diol
• SMILES (Canonical): COC1=C2C(=C(C3=C1OCO3)O)C(C(CO2)C4=CC=CC=C4)O
• SMILES (Isomeric): COC1=C2C(=C(C3=C1OCO3)O)[C@@H]([C@H](CO2)C4=CC=CC=C4)O
• InChI: InChI=1S/C17H16O6/c1-20-16-14-11(13(19)15-17(16)23-8-22-15)12(18)10(7-21-14)9-5-3-2-4-6-9/h2-6,10,12,18-19H,7-8H2,1H3/t10-,12-/m1/s1
• InChI Key: ZMBBHXKABSUVRA-ZYHUDNBSSA-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: 2.00
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8092	80.92%
Caco-2	+	0.5925	59.25%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6292	62.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5952	59.52%
P-glycoprotein inhibitior	-	0.5289	52.89%
P-glycoprotein substrate	-	0.8806	88.06%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	+	0.3762	37.62%
CYP3A4 inhibition	+	0.7083	70.83%
CYP2C9 inhibition	+	0.7507	75.07%
CYP2C19 inhibition	+	0.7712	77.12%
CYP2D6 inhibition	-	0.5684	56.84%
CYP1A2 inhibition	-	0.7230	72.30%
CYP2C8 inhibition	+	0.7360	73.60%
CYP inhibitory promiscuity	+	0.8818	88.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4475	44.75%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.7142	71.42%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4592	45.92%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8705	87.05%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8871	88.71%
Acute Oral Toxicity (c)	III	0.6832	68.32%
Estrogen receptor binding	+	0.6481	64.81%
Androgen receptor binding	-	0.5587	55.87%
Thyroid receptor binding	+	0.6678	66.78%
Glucocorticoid receptor binding	+	0.6288	62.88%
Aromatase binding	-	0.7380	73.80%
PPAR gamma	+	0.6656	66.56%
Honey bee toxicity	-	0.8922	89.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8444	84.44%

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	99.30%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.74%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.80%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.31%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.41%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.18%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.23%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14630595
• LOTUS: LTS0268499
• wikiData: Q105379317