(4aR,5R,8R,8aS)-5-(2-hydroxypropan-2-yl)-3,8-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Details

• Internal ID: 3f14496f-5a89-4f4d-b1af-ca2d18c8eb92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4aR,5R,8R,8aS)-5-(2-hydroxypropan-2-yl)-3,8-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one
• SMILES (Canonical): CC1CCC(C2C1CC(=O)C(=C2)C)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@@H]2[C@H]1CC(=O)C(=C2)C)C(C)(C)O
• InChI: InChI=1S/C15H24O2/c1-9-5-6-13(15(3,4)17)12-7-10(2)14(16)8-11(9)12/h7,9,11-13,17H,5-6,8H2,1-4H3/t9-,11+,12+,13-/m1/s1
• InChI Key: CRCZCBACTUVJBA-LPTSXCQYSA-N
• Popularity: 1 reference 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: 2.60
• Atomic LogP (AlogP): 2.95
• 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	+	1.0000	100.00%
Caco-2	+	0.7418	74.18%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7894	78.94%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.8882	88.82%
P-glycoprotein inhibitior	-	0.9313	93.13%
P-glycoprotein substrate	-	0.7838	78.38%
CYP3A4 substrate	+	0.5273	52.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.7416	74.16%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.6368	63.68%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.8078	80.78%
CYP2C8 inhibition	-	0.8383	83.83%
CYP inhibitory promiscuity	-	0.8371	83.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5367	53.67%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.7176	71.76%
Skin irritation	+	0.6326	63.26%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5204	52.04%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.8210	82.10%
skin sensitisation	+	0.6949	69.49%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7192	71.92%
Acute Oral Toxicity (c)	III	0.8241	82.41%
Estrogen receptor binding	-	0.7439	74.39%
Androgen receptor binding	-	0.6546	65.46%
Thyroid receptor binding	+	0.5565	55.65%
Glucocorticoid receptor binding	-	0.7117	71.17%
Aromatase binding	-	0.8709	87.09%
PPAR gamma	-	0.7445	74.45%
Honey bee toxicity	-	0.9226	92.26%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.08%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.04%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.60%	93.04%
CHEMBL1902	P62942	FK506-binding protein 1A	84.58%	97.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.35%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.01%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.91%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.04%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.88%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.07%	94.80%

Plants that contains it

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

Cross-Links

• PubChem: 101672521
• NPASS: NPC235224
• LOTUS: LTS0061491
• wikiData: Q104968470