5,5,8a-Trimethyl-1-(3-methyl-5-oxopentyl)-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylic acid

Details

• Internal ID: afe9c836-6c90-4696-88d8-ee0a2c6cb138
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5,5,8a-trimethyl-1-(3-methyl-5-oxopentyl)-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylic acid
• SMILES (Canonical): CC(CCC1C(=CCC2C1(CCCC2(C)C)C)C(=O)O)CC=O
• SMILES (Isomeric): CC(CCC1C(=CCC2C1(CCCC2(C)C)C)C(=O)O)CC=O
• InChI: InChI=1S/C20H32O3/c1-14(10-13-21)6-8-16-15(18(22)23)7-9-17-19(2,3)11-5-12-20(16,17)4/h7,13-14,16-17H,5-6,8-12H2,1-4H3,(H,22,23)
• InChI Key: FTOYWFFJNNHSLW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.86
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.8477	84.77%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7000	70.00%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.8464	84.64%
OATP1B3 inhibitior	-	0.2305	23.05%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7311	73.11%
P-glycoprotein inhibitior	-	0.5875	58.75%
P-glycoprotein substrate	-	0.7405	74.05%
CYP3A4 substrate	+	0.5602	56.02%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.9078	90.78%
CYP3A4 inhibition	-	0.7731	77.31%
CYP2C9 inhibition	-	0.8757	87.57%
CYP2C19 inhibition	-	0.8535	85.35%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	-	0.8955	89.55%
CYP2C8 inhibition	-	0.8145	81.45%
CYP inhibitory promiscuity	-	0.8110	81.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6671	66.71%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9469	94.69%
Skin irritation	-	0.5196	51.96%
Skin corrosion	-	0.9724	97.24%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5306	53.06%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5764	57.64%
skin sensitisation	+	0.7608	76.08%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8059	80.59%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7266	72.66%
Acute Oral Toxicity (c)	III	0.7619	76.19%
Estrogen receptor binding	+	0.6674	66.74%
Androgen receptor binding	-	0.5367	53.67%
Thyroid receptor binding	+	0.7253	72.53%
Glucocorticoid receptor binding	+	0.7606	76.06%
Aromatase binding	-	0.5743	57.43%
PPAR gamma	+	0.5321	53.21%
Honey bee toxicity	-	0.8784	87.84%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.11%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.33%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.60%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.49%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.46%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.83%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.34%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.29%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.69%	93.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.93%	94.08%

Plants that contains it

• Baccharis pedunculata

Cross-Links

• PubChem: 163076158
• LOTUS: LTS0057190
• wikiData: Q105001184