[2-hydroxy-1-(5-hydroxy-2-phenyl-8,9-dihydro-4H-furo[2,3-h]chromen-9-yl)-2-methylpropyl] acetate

Details

• Internal ID: eb64ccbf-9292-472e-8e7d-b6f05fbca23b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 5-hydroxyflavonoids
• IUPAC Name: [2-hydroxy-1-(5-hydroxy-2-phenyl-8,9-dihydro-4H-furo[2,3-h]chromen-9-yl)-2-methylpropyl] acetate
• SMILES (Canonical): CC(=O)OC(C1COC2=C1C3=C(CC=C(O3)C4=CC=CC=C4)C(=C2)O)C(C)(C)O
• SMILES (Isomeric): CC(=O)OC(C1COC2=C1C3=C(CC=C(O3)C4=CC=CC=C4)C(=C2)O)C(C)(C)O
• InChI: InChI=1S/C23H24O6/c1-13(24)28-22(23(2,3)26)16-12-27-19-11-17(25)15-9-10-18(29-21(15)20(16)19)14-7-5-4-6-8-14/h4-8,10-11,16,22,25-26H,9,12H2,1-3H3
• InChI Key: YMMKIABKOQVXIK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9748	97.48%
Caco-2	+	0.5097	50.97%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8577	85.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9435	94.35%
OATP1B3 inhibitior	+	0.8469	84.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9415	94.15%
P-glycoprotein inhibitior	+	0.7800	78.00%
P-glycoprotein substrate	-	0.6096	60.96%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	-	0.5966	59.66%
CYP2D6 substrate	-	0.8032	80.32%
CYP3A4 inhibition	-	0.5844	58.44%
CYP2C9 inhibition	+	0.7818	78.18%
CYP2C19 inhibition	+	0.7437	74.37%
CYP2D6 inhibition	-	0.7898	78.98%
CYP1A2 inhibition	+	0.5192	51.92%
CYP2C8 inhibition	+	0.6738	67.38%
CYP inhibitory promiscuity	+	0.8312	83.12%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4532	45.32%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.7944	79.44%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	+	0.5492	54.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.6985	69.85%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5976	59.76%
skin sensitisation	-	0.7919	79.19%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6462	64.62%
Acute Oral Toxicity (c)	III	0.4075	40.75%
Estrogen receptor binding	+	0.8665	86.65%
Androgen receptor binding	+	0.7636	76.36%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	+	0.6791	67.91%
Aromatase binding	+	0.5467	54.67%
PPAR gamma	+	0.7357	73.57%
Honey bee toxicity	-	0.7036	70.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	99.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.48%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.43%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.21%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.10%	89.00%
CHEMBL5028	O14672	ADAM10	83.35%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.14%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.11%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.67%	97.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.18%	99.15%

Plants that contains it

• Tephrosia purpurea

Cross-Links

• PubChem: 102420162
• LOTUS: LTS0007216
• wikiData: Q105350616