1-hydroxy-4a,5-dimethyl-3-propan-2-ylidene-4,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Details

• Internal ID: 09ba03b5-2821-4d3a-89bc-e33fa633f242
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 1-hydroxy-4a,5-dimethyl-3-propan-2-ylidene-4,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one
• SMILES (Canonical): CC1CCCC2C1(CC(=C(C)C)C(=O)C2O)C
• SMILES (Isomeric): CC1CCCC2C1(CC(=C(C)C)C(=O)C2O)C
• InChI: InChI=1S/C15H24O2/c1-9(2)11-8-15(4)10(3)6-5-7-12(15)14(17)13(11)16/h10,12,14,17H,5-8H2,1-4H3
• InChI Key: RQNTUHIZYNFVBE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.7967	79.67%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7652	76.52%
OATP2B1 inhibitior	-	0.8448	84.48%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.9161	91.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.9156	91.56%
P-glycoprotein inhibitior	-	0.8952	89.52%
P-glycoprotein substrate	-	0.9396	93.96%
CYP3A4 substrate	+	0.5509	55.09%
CYP2C9 substrate	-	0.7025	70.25%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.7785	77.85%
CYP2C9 inhibition	-	0.6904	69.04%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.7407	74.07%
CYP2C8 inhibition	-	0.9604	96.04%
CYP inhibitory promiscuity	-	0.7788	77.88%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.5171	51.71%
Skin irritation	+	0.5685	56.85%
Skin corrosion	-	0.9699	96.99%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5576	55.76%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6450	64.50%
skin sensitisation	+	0.6837	68.37%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6715	67.15%
Acute Oral Toxicity (c)	III	0.7557	75.57%
Estrogen receptor binding	-	0.5685	56.85%
Androgen receptor binding	-	0.5910	59.10%
Thyroid receptor binding	-	0.5671	56.71%
Glucocorticoid receptor binding	-	0.7120	71.20%
Aromatase binding	-	0.7664	76.64%
PPAR gamma	-	0.7490	74.90%
Honey bee toxicity	-	0.8823	88.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.95%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.14%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.59%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	89.50%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.17%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.04%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.60%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	82.70%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.39%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.29%	93.04%
CHEMBL3012	Q13946	Phosphodiesterase 7A	81.31%	99.29%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.82%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.33%	82.69%

Plants that contains it

• Ligularia subspicata

Cross-Links

• PubChem: 162987530
• LOTUS: LTS0249432
• wikiData: Q105243448