(4aS,7S)-7-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-4,5,6,8-tetrahydro-3H-naphthalen-2-one

Details

• Internal ID: 2ef914bc-4c2e-4980-a6cf-4461910ba176
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (4aS,7S)-7-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-4,5,6,8-tetrahydro-3H-naphthalen-2-one
• SMILES (Canonical): CC1=C2CC(CCC2(CCC1=O)C)(C(C)(C)O)O
• SMILES (Isomeric): CC1=C2C[C@@](CC[C@]2(CCC1=O)C)(C(C)(C)O)O
• InChI: InChI=1S/C15H24O3/c1-10-11-9-15(18,13(2,3)17)8-7-14(11,4)6-5-12(10)16/h17-18H,5-9H2,1-4H3/t14-,15+/m1/s1
• InChI Key: KXIOCVGYHGOKIS-CABCVRRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8308	83.08%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8532	85.32%
OATP2B1 inhibitior	-	0.8468	84.68%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.9776	97.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.7173	71.73%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.9204	92.04%
CYP3A4 substrate	+	0.5558	55.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.8326	83.26%
CYP2C9 inhibition	-	0.8583	85.83%
CYP2C19 inhibition	-	0.7647	76.47%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	-	0.9002	90.02%
CYP2C8 inhibition	-	0.9420	94.20%
CYP inhibitory promiscuity	-	0.9141	91.41%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5980	59.80%
Eye corrosion	-	0.9926	99.26%
Eye irritation	+	0.8472	84.72%
Skin irritation	+	0.5653	56.53%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8144	81.44%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5817	58.17%
skin sensitisation	-	0.5479	54.79%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6170	61.70%
Acute Oral Toxicity (c)	III	0.6663	66.63%
Estrogen receptor binding	-	0.7305	73.05%
Androgen receptor binding	-	0.5155	51.55%
Thyroid receptor binding	-	0.6050	60.50%
Glucocorticoid receptor binding	-	0.5055	50.55%
Aromatase binding	-	0.6643	66.43%
PPAR gamma	-	0.7226	72.26%
Honey bee toxicity	-	0.9166	91.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9907	99.07%

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	90.98%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.74%	97.25%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.64%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.25%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.24%	85.14%
CHEMBL2581	P07339	Cathepsin D	85.15%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.92%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	83.77%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.13%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	80.09%	83.82%

Plants that contains it

• Achillea clypeolata

Cross-Links

• PubChem: 15489524
• LOTUS: LTS0052173
• wikiData: Q105147357