4-Hydroxy-1-(hydroxymethyl)-4a-methyl-7-propan-2-yl-3,4,5,6-tetrahydronaphthalen-2-one

Details

• Internal ID: 09a41c00-499e-4d8c-8ed3-04efbb9c881e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 4-hydroxy-1-(hydroxymethyl)-4a-methyl-7-propan-2-yl-3,4,5,6-tetrahydronaphthalen-2-one
• SMILES (Canonical): CC(C)C1=CC2=C(C(=O)CC(C2(CC1)C)O)CO
• SMILES (Isomeric): CC(C)C1=CC2=C(C(=O)CC(C2(CC1)C)O)CO
• InChI: InChI=1S/C15H22O3/c1-9(2)10-4-5-15(3)12(6-10)11(8-16)13(17)7-14(15)18/h6,9,14,16,18H,4-5,7-8H2,1-3H3
• InChI Key: ARYHWGXGRJYLNK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 3
• 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	+	0.9974	99.74%
Caco-2	+	0.8331	83.31%
Blood Brain Barrier	+	0.6635	66.35%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8371	83.71%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8550	85.50%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6193	61.93%
BSEP inhibitior	-	0.6827	68.27%
P-glycoprotein inhibitior	-	0.8951	89.51%
P-glycoprotein substrate	-	0.8184	81.84%
CYP3A4 substrate	+	0.5590	55.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.7962	79.62%
CYP2C9 inhibition	-	0.8199	81.99%
CYP2C19 inhibition	-	0.8580	85.80%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.8624	86.24%
CYP2C8 inhibition	-	0.9193	91.93%
CYP inhibitory promiscuity	-	0.8325	83.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5958	59.58%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.7179	71.79%
Skin irritation	-	0.5879	58.79%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6909	69.09%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.7589	75.89%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7413	74.13%
Acute Oral Toxicity (c)	III	0.7593	75.93%
Estrogen receptor binding	-	0.8082	80.82%
Androgen receptor binding	-	0.5905	59.05%
Thyroid receptor binding	+	0.5756	57.56%
Glucocorticoid receptor binding	+	0.6168	61.68%
Aromatase binding	-	0.5778	57.78%
PPAR gamma	+	0.5400	54.00%
Honey bee toxicity	-	0.8098	80.98%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9814	98.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.91%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.74%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.32%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.84%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.16%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.57%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.40%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.37%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.90%	89.00%

Plants that contains it

• Aglaia foveolata

Cross-Links

• PubChem: 75576990
• LOTUS: LTS0005706
• wikiData: Q104917644