(1aS,4S,4aR,8R,8aR)-4a,8-dimethyl-2-propan-2-yl-1a,4,5,6,7,8-hexahydronaphtho[4,4a-b]oxiren-4-ol

Details

• Internal ID: 3ebd8745-ec51-47f1-8b9b-948a6053b39a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aS,4S,4aR,8R,8aR)-4a,8-dimethyl-2-propan-2-yl-1a,4,5,6,7,8-hexahydronaphtho[4,4a-b]oxiren-4-ol
• SMILES (Canonical): CC1CCCC2(C13C(O3)C(=CC2O)C(C)C)C
• SMILES (Isomeric): C[C@@H]1CCC[C@]2([C@@]13[C@@H](O3)C(=C[C@@H]2O)C(C)C)C
• InChI: InChI=1S/C15H24O2/c1-9(2)11-8-12(16)14(4)7-5-6-10(3)15(14)13(11)17-15/h8-10,12-13,16H,5-7H2,1-4H3/t10-,12+,13+,14-,15+/m1/s1
• InChI Key: PWTLWGICDMCRKE-NZNQWUEYSA-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): 32.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.7163	71.63%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4280	42.80%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9558	95.58%
P-glycoprotein inhibitior	-	0.9034	90.34%
P-glycoprotein substrate	-	0.8736	87.36%
CYP3A4 substrate	+	0.5438	54.38%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7134	71.34%
CYP3A4 inhibition	-	0.8813	88.13%
CYP2C9 inhibition	-	0.5525	55.25%
CYP2C19 inhibition	+	0.5533	55.33%
CYP2D6 inhibition	-	0.9143	91.43%
CYP1A2 inhibition	+	0.5218	52.18%
CYP2C8 inhibition	-	0.9203	92.03%
CYP inhibitory promiscuity	-	0.6926	69.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5913	59.13%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.8338	83.38%
Skin irritation	-	0.5750	57.50%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7473	74.73%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6127	61.27%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6907	69.07%
Acute Oral Toxicity (c)	III	0.6097	60.97%
Estrogen receptor binding	+	0.6500	65.00%
Androgen receptor binding	+	0.5238	52.38%
Thyroid receptor binding	+	0.6925	69.25%
Glucocorticoid receptor binding	-	0.5913	59.13%
Aromatase binding	-	0.6584	65.84%
PPAR gamma	-	0.7095	70.95%
Honey bee toxicity	-	0.9006	90.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9704	97.04%

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	94.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.33%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.09%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.50%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.11%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.97%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.20%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.01%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.00%	97.09%
CHEMBL4072	P07858	Cathepsin B	82.51%	93.67%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.84%	99.18%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.72%	95.58%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.61%	93.56%

Plants that contains it

• Guarea guidonia

Cross-Links

• PubChem: 162964583
• LOTUS: LTS0066518
• wikiData: Q105215984