(1aS,2S,4aS,7R,8aR)-1a,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-naphtho[1,8a-b]oxiren-2-ol

Details

• Internal ID: 8ddd8053-5dfc-4503-bd91-b78d46464364
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aS,2S,4aS,7R,8aR)-1a,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-naphtho[1,8a-b]oxiren-2-ol
• SMILES (Canonical): CC(=C)C1CCC2(CCC(C3(C2(C1)O3)C)O)C
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2(CC[C@@H]([C@]3([C@]2(C1)O3)C)O)C
• InChI: InChI=1S/C15H24O2/c1-10(2)11-5-7-13(3)8-6-12(16)14(4)15(13,9-11)17-14/h11-12,16H,1,5-9H2,2-4H3/t11-,12+,13+,14+,15-/m1/s1
• InChI Key: AXKKANUAFIGTQI-CAEXGNQWSA-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: 3.10
• Atomic LogP (AlogP): 3.05
• 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	+	0.9917	99.17%
Caco-2	+	0.7974	79.74%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4678	46.78%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9386	93.86%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8524	85.24%
P-glycoprotein inhibitior	-	0.9503	95.03%
P-glycoprotein substrate	-	0.8387	83.87%
CYP3A4 substrate	+	0.5533	55.33%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7134	71.34%
CYP3A4 inhibition	-	0.6717	67.17%
CYP2C9 inhibition	-	0.6305	63.05%
CYP2C19 inhibition	+	0.5729	57.29%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7849	78.49%
CYP inhibitory promiscuity	-	0.9102	91.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5742	57.42%
Eye corrosion	-	0.9855	98.55%
Eye irritation	+	0.7554	75.54%
Skin irritation	-	0.5375	53.75%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.7637	76.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5601	56.01%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5707	57.07%
skin sensitisation	-	0.6578	65.78%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6298	62.98%
Acute Oral Toxicity (c)	III	0.6300	63.00%
Estrogen receptor binding	-	0.6079	60.79%
Androgen receptor binding	+	0.6006	60.06%
Thyroid receptor binding	-	0.6645	66.45%
Glucocorticoid receptor binding	+	0.6357	63.57%
Aromatase binding	+	0.5763	57.63%
PPAR gamma	-	0.7719	77.19%
Honey bee toxicity	-	0.8227	82.27%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9654	96.54%

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	95.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.25%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.97%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.12%	100.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	83.35%	91.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.23%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.03%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.70%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	81.92%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.74%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.48%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.73%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	80.56%	95.38%

Plants that contains it

• Cyperus rotundus

Cross-Links

• PubChem: 162931439
• LOTUS: LTS0063584
• wikiData: Q104920618