[3-Hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-6-yl)butan-2-yl] acetate

Details

• Internal ID: a8feb2b1-d99e-4f84-a6be-e20893a7987c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: [3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-6-yl)butan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(CC1=CC2=C(C=C3C(=C2)C=CO3)OC1=O)C(C)(C)O
• SMILES (Isomeric): CC(=O)OC(CC1=CC2=C(C=C3C(=C2)C=CO3)OC1=O)C(C)(C)O
• InChI: InChI=1S/C18H18O6/c1-10(19)23-16(18(2,3)21)8-13-7-12-6-11-4-5-22-14(11)9-15(12)24-17(13)20/h4-7,9,16,21H,8H2,1-3H3
• InChI Key: SNKZGGOPQVYJMP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	-	0.6434	64.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7762	77.62%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.9357	93.57%
OATP1B3 inhibitior	-	0.2677	26.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6023	60.23%
P-glycoprotein inhibitior	-	0.6684	66.84%
P-glycoprotein substrate	-	0.6857	68.57%
CYP3A4 substrate	+	0.5206	52.06%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.7997	79.97%
CYP2C9 inhibition	-	0.6610	66.10%
CYP2C19 inhibition	-	0.7289	72.89%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.6877	68.77%
CYP2C8 inhibition	-	0.7235	72.35%
CYP inhibitory promiscuity	-	0.8335	83.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5012	50.12%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9512	95.12%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7715	77.15%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8234	82.34%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6392	63.92%
Acute Oral Toxicity (c)	III	0.4992	49.92%
Estrogen receptor binding	+	0.7929	79.29%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	-	0.5404	54.04%
Glucocorticoid receptor binding	+	0.7025	70.25%
Aromatase binding	+	0.6966	69.66%
PPAR gamma	+	0.7887	78.87%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9824	98.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.38%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.18%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.21%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.10%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.96%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.19%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.88%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.85%	97.25%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.02%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.91%	94.45%
CHEMBL3706	P78536	ADAM17	82.71%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.47%	96.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.81%	95.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.15%	97.21%

Plants that contains it

• Amyris elemifera

Cross-Links

• PubChem: 163041291
• LOTUS: LTS0059830
• wikiData: Q105256537