(1aS,2aS,6aS,7aR)-1a-(3-hydroxyprop-1-en-2-yl)-6a-methyl-3-methylidene-2,2a,4,5,6,7a-hexahydronaphtho[2,3-b]oxiren-7-one

Details

• Internal ID: e62c42fb-63cf-471c-87ae-026efd1abbf4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aS,2aS,6aS,7aR)-1a-(3-hydroxyprop-1-en-2-yl)-6a-methyl-3-methylidene-2,2a,4,5,6,7a-hexahydronaphtho[2,3-b]oxiren-7-one
• SMILES (Canonical): CC12CCCC(=C)C1CC3(C(C2=O)O3)C(=C)CO
• SMILES (Isomeric): C[C@]12CCCC(=C)[C@@H]1C[C@@]3([C@H](C2=O)O3)C(=C)CO
• InChI: InChI=1S/C15H20O3/c1-9-5-4-6-14(3)11(9)7-15(10(2)8-16)13(18-15)12(14)17/h11,13,16H,1-2,4-8H2,3H3/t11-,13-,14-,15-/m0/s1
• InChI Key: PAOOTNFBCFCXHR-MXAVVETBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	-	0.5148	51.48%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6074	60.74%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	+	0.5632	56.32%
BSEP inhibitior	-	0.9622	96.22%
P-glycoprotein inhibitior	-	0.9173	91.73%
P-glycoprotein substrate	-	0.8589	85.89%
CYP3A4 substrate	+	0.5687	56.87%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8068	80.68%
CYP3A4 inhibition	-	0.8843	88.43%
CYP2C9 inhibition	-	0.7659	76.59%
CYP2C19 inhibition	-	0.7380	73.80%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.6487	64.87%
CYP2C8 inhibition	-	0.8702	87.02%
CYP inhibitory promiscuity	-	0.8665	86.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6196	61.96%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.7528	75.28%
Skin irritation	-	0.5854	58.54%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7204	72.04%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5452	54.52%
skin sensitisation	-	0.7339	73.39%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5640	56.40%
Acute Oral Toxicity (c)	III	0.5844	58.44%
Estrogen receptor binding	-	0.6249	62.49%
Androgen receptor binding	+	0.5302	53.02%
Thyroid receptor binding	-	0.5722	57.22%
Glucocorticoid receptor binding	+	0.6796	67.96%
Aromatase binding	-	0.5157	51.57%
PPAR gamma	-	0.8064	80.64%
Honey bee toxicity	-	0.8753	87.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9682	96.82%

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	95.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.00%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.59%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL1977	P11473	Vitamin D receptor	87.09%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.96%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	86.04%	95.38%
CHEMBL226	P30542	Adenosine A1 receptor	83.58%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.86%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.81%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.39%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.04%	94.45%

Plants that contains it

• Saussurea petrovii

Cross-Links

• PubChem: 10705695
• LOTUS: LTS0058317
• wikiData: Q105204647