(4aS,5R,8R,8aR)-8-(2-hydroxypropan-2-yl)-5-methyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde

Details

• Internal ID: 4dd9088f-833e-45a7-839d-0398bd824b7d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4aS,5R,8R,8aR)-8-(2-hydroxypropan-2-yl)-5-methyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde
• SMILES (Canonical): CC1CCC(C2C1CCC(=C2)C=O)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@@H]2[C@H]1CCC(=C2)C=O)C(C)(C)O
• InChI: InChI=1S/C15H24O2/c1-10-4-7-14(15(2,3)17)13-8-11(9-16)5-6-12(10)13/h8-10,12-14,17H,4-7H2,1-3H3/t10-,12+,13+,14-/m1/s1
• InChI Key: GPFRHIGJCKPKHZ-VZZFWQQMSA-N
• Popularity: 2 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: 2.80
• Atomic LogP (AlogP): 2.95
• 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	+	1.0000	100.00%
Caco-2	+	0.8938	89.38%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5840	58.40%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.7946	79.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8792	87.92%
P-glycoprotein inhibitior	-	0.9390	93.90%
P-glycoprotein substrate	-	0.8311	83.11%
CYP3A4 substrate	+	0.5410	54.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.8227	82.27%
CYP2C9 inhibition	+	0.6438	64.38%
CYP2C19 inhibition	+	0.6901	69.01%
CYP2D6 inhibition	-	0.9186	91.86%
CYP1A2 inhibition	-	0.8198	81.98%
CYP2C8 inhibition	-	0.7626	76.26%
CYP inhibitory promiscuity	-	0.7063	70.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5904	59.04%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9486	94.86%
Skin irritation	-	0.5524	55.24%
Skin corrosion	-	0.9834	98.34%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6926	69.26%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6105	61.05%
skin sensitisation	+	0.8120	81.20%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7954	79.54%
Acute Oral Toxicity (c)	III	0.7210	72.10%
Estrogen receptor binding	-	0.7115	71.15%
Androgen receptor binding	-	0.5919	59.19%
Thyroid receptor binding	+	0.6154	61.54%
Glucocorticoid receptor binding	-	0.5652	56.52%
Aromatase binding	-	0.8264	82.64%
PPAR gamma	-	0.7012	70.12%
Honey bee toxicity	-	0.9210	92.10%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.65%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.88%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.33%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.03%	97.09%

Plants that contains it

• Chiloscyphus rivularis
• Conocarpus erectus
• Fabiana imbricata
• Lupinus pilosus
• Magnolia fraseri
• Rubus occidentalis

Cross-Links

• PubChem: 101672367
• NPASS: NPC69667
• LOTUS: LTS0051504
• wikiData: Q105014802