(3S,3aR,8aS)-3-(2-hydroxypropan-2-yl)-8a-methyl-2,3,3a,4,5,8-hexahydro-1H-azulene-6-carbaldehyde

Details

• Internal ID: cd7881cc-ef7a-446a-952a-c4f2c01c4ae0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S,3aR,8aS)-3-(2-hydroxypropan-2-yl)-8a-methyl-2,3,3a,4,5,8-hexahydro-1H-azulene-6-carbaldehyde
• SMILES (Canonical): CC12CCC(C1CCC(=CC2)C=O)C(C)(C)O
• SMILES (Isomeric): C[C@@]12CC[C@@H]([C@H]1CCC(=CC2)C=O)C(C)(C)O
• InChI: InChI=1S/C15H24O2/c1-14(2,17)12-7-9-15(3)8-6-11(10-16)4-5-13(12)15/h6,10,12-13,17H,4-5,7-9H2,1-3H3/t12-,13+,15+/m0/s1
• InChI Key: WPMQNEQQAADIBR-GZBFAFLISA-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: 2.90
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• 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	+	0.9960	99.60%
Caco-2	+	0.8376	83.76%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4697	46.97%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.8936	89.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7282	72.82%
P-glycoprotein inhibitior	-	0.9395	93.95%
P-glycoprotein substrate	-	0.9015	90.15%
CYP3A4 substrate	+	0.5578	55.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.8749	87.49%
CYP2C9 inhibition	+	0.5143	51.43%
CYP2C19 inhibition	-	0.5485	54.85%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.6025	60.25%
CYP2C8 inhibition	-	0.7340	73.40%
CYP inhibitory promiscuity	-	0.8137	81.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5660	56.60%
Eye corrosion	-	0.9514	95.14%
Eye irritation	-	0.6888	68.88%
Skin irritation	+	0.5982	59.82%
Skin corrosion	-	0.9738	97.38%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6631	66.31%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5465	54.65%
skin sensitisation	+	0.7298	72.98%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5843	58.43%
Acute Oral Toxicity (c)	III	0.7230	72.30%
Estrogen receptor binding	-	0.5533	55.33%
Androgen receptor binding	-	0.5420	54.20%
Thyroid receptor binding	-	0.5157	51.57%
Glucocorticoid receptor binding	-	0.4635	46.35%
Aromatase binding	-	0.5821	58.21%
PPAR gamma	-	0.7612	76.12%
Honey bee toxicity	-	0.9055	90.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9825	98.25%

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	97.63%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.88%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.90%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.89%	100.00%
CHEMBL1871	P10275	Androgen Receptor	85.12%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.31%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.14%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.02%	92.94%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 162858911
• LOTUS: LTS0149443
• wikiData: Q105310048