4-[(1S,4aS,7S,8aS)-7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]butan-2-one

Details

• Internal ID: b66044ae-dd70-4063-b2d4-9cad6cdf0a21
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-[(1S,4aS,7S,8aS)-7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]butan-2-one
• SMILES (Canonical): CC1=CCC2C(CC(CC2(C1CCC(=O)C)C)O)(C)C
• SMILES (Isomeric): CC1=CC[C@@H]2[C@@]([C@H]1CCC(=O)C)(C[C@H](CC2(C)C)O)C
• InChI: InChI=1S/C18H30O2/c1-12-6-9-16-17(3,4)10-14(20)11-18(16,5)15(12)8-7-13(2)19/h6,14-16,20H,7-11H2,1-5H3/t14-,15-,16-,18+/m0/s1
• InChI Key: MWINCPOPMHABNZ-NBOOPKSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₂
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

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	+	0.7314	73.14%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6521	65.21%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7055	70.55%
P-glycoprotein inhibitior	-	0.8602	86.02%
P-glycoprotein substrate	-	0.7942	79.42%
CYP3A4 substrate	+	0.5601	56.01%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.7623	76.23%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.8748	87.48%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.9177	91.77%
CYP2C8 inhibition	-	0.8227	82.27%
CYP inhibitory promiscuity	-	0.8394	83.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.6830	68.30%
Skin irritation	+	0.5978	59.78%
Skin corrosion	-	0.9766	97.66%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6280	62.80%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5871	58.71%
skin sensitisation	+	0.7375	73.75%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5855	58.55%
Acute Oral Toxicity (c)	III	0.7705	77.05%
Estrogen receptor binding	+	0.7133	71.33%
Androgen receptor binding	-	0.5943	59.43%
Thyroid receptor binding	-	0.5157	51.57%
Glucocorticoid receptor binding	+	0.7094	70.94%
Aromatase binding	-	0.7090	70.90%
PPAR gamma	-	0.5228	52.28%
Honey bee toxicity	-	0.8908	89.08%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9823	98.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.94%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.75%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.44%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.86%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.74%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.69%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.66%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.31%	94.45%

Plants that contains it

• Waitzia acuminata

Cross-Links

• PubChem: 162905205
• LOTUS: LTS0176702
• wikiData: Q105173597