(4aR,5R,8S,8aS)-5-hydroxy-5-methyl-8-propan-2-yl-4,4a,6,7,8,8a-hexahydro-3H-naphthalene-2-carboxylic acid

Details

• Internal ID: 2fc868fd-da98-47f9-a694-7171c9f04c59
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4aR,5R,8S,8aS)-5-hydroxy-5-methyl-8-propan-2-yl-4,4a,6,7,8,8a-hexahydro-3H-naphthalene-2-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC(C2C1C=C(CC2)C(=O)O)(C)O
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@@]([C@H]2[C@@H]1C=C(CC2)C(=O)O)(C)O
• InChI: InChI=1S/C15H24O3/c1-9(2)11-6-7-15(3,18)13-5-4-10(14(16)17)8-12(11)13/h8-9,11-13,18H,4-7H2,1-3H3,(H,16,17)/t11-,12+,13+,15+/m0/s1
• InChI Key: RDVIHOREHAICKH-KYEXWDHISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7874	78.74%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8273	82.73%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9232	92.32%
OATP1B3 inhibitior	+	0.9145	91.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9212	92.12%
P-glycoprotein inhibitior	-	0.9498	94.98%
P-glycoprotein substrate	-	0.8838	88.38%
CYP3A4 substrate	+	0.5263	52.63%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.9169	91.69%
CYP3A4 inhibition	-	0.8575	85.75%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8603	86.03%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.9165	91.65%
CYP2C8 inhibition	-	0.9176	91.76%
CYP inhibitory promiscuity	-	0.9198	91.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5915	59.15%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.7646	76.46%
Skin irritation	+	0.5538	55.38%
Skin corrosion	-	0.9695	96.95%
Ames mutagenesis	-	0.8270	82.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7590	75.90%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6397	63.97%
skin sensitisation	+	0.6515	65.15%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7598	75.98%
Acute Oral Toxicity (c)	III	0.8158	81.58%
Estrogen receptor binding	-	0.6712	67.12%
Androgen receptor binding	-	0.4835	48.35%
Thyroid receptor binding	+	0.6735	67.35%
Glucocorticoid receptor binding	+	0.6368	63.68%
Aromatase binding	-	0.7595	75.95%
PPAR gamma	-	0.7181	71.81%
Honey bee toxicity	-	0.9194	91.94%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.24%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.98%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.07%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.05%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.00%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.31%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.41%	91.19%

Plants that contains it

• Dysoxylum densiflorum

Cross-Links

• PubChem: 162979229
• LOTUS: LTS0026533
• wikiData: Q105234488