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

Details

• Internal ID: 1f2039de-9d5f-4d41-b9cb-f4f7870f0b4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4aS,5R,8S,8aR)-8-hydroxy-5-methyl-8-propan-2-yl-4,4a,5,6,7,8a-hexahydro-3H-naphthalene-2-carboxylic acid
• InChI: InChI=1S/C15H24O3/c1-9(2)15(18)7-6-10(3)12-5-4-11(14(16)17)8-13(12)15/h8-10,12-13,18H,4-7H2,1-3H3,(H,16,17)/t10-,12+,13+,15+/m1/s1
• InChI Key: KVTLNGYYQZVFIT-HTUGSXCWSA-N
• Popularity: 2 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: 3.00
• 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	+	0.8573	85.73%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8273	82.73%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9145	91.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9448	94.48%
P-glycoprotein inhibitior	-	0.9636	96.36%
P-glycoprotein substrate	-	0.8453	84.53%
CYP3A4 substrate	-	0.5000	50.00%
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	-	0.9413	94.13%
CYP inhibitory promiscuity	-	0.9198	91.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5915	59.15%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.7633	76.33%
Skin irritation	+	0.5538	55.38%
Skin corrosion	-	0.9695	96.95%
Ames mutagenesis	-	0.8770	87.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7225	72.25%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6979	69.79%
skin sensitisation	+	0.6515	65.15%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8666	86.66%
Acute Oral Toxicity (c)	III	0.8158	81.58%
Estrogen receptor binding	-	0.6575	65.75%
Androgen receptor binding	+	0.5938	59.38%
Thyroid receptor binding	+	0.5681	56.81%
Glucocorticoid receptor binding	+	0.6353	63.53%
Aromatase binding	-	0.6685	66.85%
PPAR gamma	-	0.7831	78.31%
Honey bee toxicity	-	0.9116	91.16%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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	96.52%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.10%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.05%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.00%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.85%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.51%	94.45%

Plants that contains it

• Fabiana imbricata

Cross-Links

• PubChem: 162998894
• LOTUS: LTS0140962
• wikiData: Q105146719