(4aS,7R)-6-hydroxy-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one

Details

• Internal ID: 4a811b38-4689-4510-b008-03a574881927
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (4aS,7R)-6-hydroxy-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• SMILES (Canonical): CC1=C2CC(C(CC2(CCC1=O)C)O)C(=C)C
• SMILES (Isomeric): CC1=C2C[C@@H](C(C[C@@]2(CCC1=O)C)O)C(=C)C
• InChI: InChI=1S/C15H22O2/c1-9(2)11-7-12-10(3)13(16)5-6-15(12,4)8-14(11)17/h11,14,17H,1,5-8H2,2-4H3/t11-,14?,15+/m1/s1
• InChI Key: JJQLZXVYTGKGNA-QTWGFKIWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Q27151420

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8092	80.92%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6990	69.90%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.9059	90.59%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7750	77.50%
BSEP inhibitior	-	0.6878	68.78%
P-glycoprotein inhibitior	-	0.8971	89.71%
P-glycoprotein substrate	-	0.7744	77.44%
CYP3A4 substrate	+	0.5552	55.52%
CYP2C9 substrate	-	0.7411	74.11%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.7513	75.13%
CYP2C9 inhibition	-	0.8098	80.98%
CYP2C19 inhibition	-	0.5934	59.34%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.8423	84.23%
CYP2C8 inhibition	-	0.9537	95.37%
CYP inhibitory promiscuity	-	0.9109	91.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5148	51.48%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.7183	71.83%
Skin irritation	+	0.6272	62.72%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6279	62.79%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	+	0.4935	49.35%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5357	53.57%
Acute Oral Toxicity (c)	III	0.8805	88.05%
Estrogen receptor binding	-	0.7900	79.00%
Androgen receptor binding	-	0.5905	59.05%
Thyroid receptor binding	-	0.5881	58.81%
Glucocorticoid receptor binding	-	0.6985	69.85%
Aromatase binding	-	0.7021	70.21%
PPAR gamma	-	0.5272	52.72%
Honey bee toxicity	-	0.7640	76.40%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	94.14%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.55%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.90%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.70%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.44%	97.25%
CHEMBL259	P32245	Melanocortin receptor 4	86.01%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.91%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.89%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	84.81%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.34%	95.56%
CHEMBL1871	P10275	Androgen Receptor	83.32%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.74%	93.04%

Plants that contains it

• Cyperus rotundus

Cross-Links

• PubChem: 46173865
• NPASS: NPC272493