1alpha-Hydroxy-1,5,8alpha-trimethyl-6,7,8,9-tetrahydronaphtho[2,1-b]furan-2(1H)-one

Details

• Internal ID: 22c100f4-1a04-445e-9ea7-66d92b4516ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,8S)-1-hydroxy-1,5,8-trimethyl-6,7,8,9-tetrahydrobenzo[e][1]benzofuran-2-one
• SMILES (Canonical): CC1CCC2=C(C1)C3=C(C=C2C)OC(=O)C3(C)O
• SMILES (Isomeric): C[C@H]1CCC2=C(C1)C3=C(C=C2C)OC(=O)[C@@]3(C)O
• InChI: InChI=1S/C15H18O3/c1-8-4-5-10-9(2)7-12-13(11(10)6-8)15(3,17)14(16)18-12/h7-8,17H,4-6H2,1-3H3/t8-,15-/m0/s1
• InChI Key: MBUDYEZDCIVEIC-AYVTZFPOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.9414	94.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6890	68.90%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8818	88.18%
P-glycoprotein inhibitior	-	0.9438	94.38%
P-glycoprotein substrate	-	0.8462	84.62%
CYP3A4 substrate	+	0.5600	56.00%
CYP2C9 substrate	+	0.6027	60.27%
CYP2D6 substrate	-	0.7588	75.88%
CYP3A4 inhibition	-	0.7955	79.55%
CYP2C9 inhibition	-	0.6947	69.47%
CYP2C19 inhibition	-	0.5945	59.45%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	+	0.7953	79.53%
CYP2C8 inhibition	-	0.7407	74.07%
CYP inhibitory promiscuity	-	0.8151	81.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.6907	69.07%
Skin irritation	-	0.5625	56.25%
Skin corrosion	-	0.9035	90.35%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7525	75.25%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.8719	87.19%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4505	45.05%
Acute Oral Toxicity (c)	III	0.4872	48.72%
Estrogen receptor binding	-	0.5630	56.30%
Androgen receptor binding	+	0.6495	64.95%
Thyroid receptor binding	+	0.5192	51.92%
Glucocorticoid receptor binding	+	0.6693	66.93%
Aromatase binding	-	0.7847	78.47%
PPAR gamma	-	0.5483	54.83%
Honey bee toxicity	-	0.9633	96.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	95.49%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.52%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.79%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.13%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	91.42%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.80%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.08%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.18%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.13%	93.40%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	85.12%	95.70%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.03%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.97%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.93%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.86%	97.09%

Plants that contains it

• Chloranthus henryi

Cross-Links

• PubChem: 23624996
• LOTUS: LTS0105301
• wikiData: Q105160957