(E)-5-[(1S,4aS,6R,8aR)-6,8a-dimethyl-2,5-dimethylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: 6dc3f323-ce5a-4c72-8f90-c850bbc63aae
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (E)-5-[(1S,4aS,6R,8aR)-6,8a-dimethyl-2,5-dimethylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid
• SMILES (Canonical): CC1CCC2(C(C1=C)CCC(=C)C2CCC(=CC(=O)O)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@H](C1=C)CCC(=C)[C@@H]2CC/C(=C/C(=O)O)/C)C
• InChI: InChI=1S/C20H30O2/c1-13(12-19(21)22)6-8-17-15(3)7-9-18-16(4)14(2)10-11-20(17,18)5/h12,14,17-18H,3-4,6-11H2,1-2,5H3,(H,21,22)/b13-12+/t14-,17+,18+,20-/m1/s1
• InChI Key: AYZMGUHJPVGYEB-WLKFQOHSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.7495	74.95%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3520	35.20%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8199	81.99%
OATP1B3 inhibitior	-	0.3413	34.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7028	70.28%
P-glycoprotein inhibitior	-	0.6778	67.78%
P-glycoprotein substrate	-	0.7703	77.03%
CYP3A4 substrate	+	0.6309	63.09%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8028	80.28%
CYP2C9 inhibition	-	0.6459	64.59%
CYP2C19 inhibition	-	0.6040	60.40%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.7748	77.48%
CYP2C8 inhibition	-	0.6856	68.56%
CYP inhibitory promiscuity	-	0.7568	75.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6462	64.62%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8698	86.98%
Skin irritation	-	0.5272	52.72%
Skin corrosion	-	0.9800	98.00%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6961	69.61%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5077	50.77%
skin sensitisation	+	0.6708	67.08%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8105	81.05%
Acute Oral Toxicity (c)	III	0.8468	84.68%
Estrogen receptor binding	+	0.6397	63.97%
Androgen receptor binding	+	0.6089	60.89%
Thyroid receptor binding	+	0.7290	72.90%
Glucocorticoid receptor binding	+	0.7558	75.58%
Aromatase binding	+	0.6000	60.00%
PPAR gamma	+	0.6046	60.46%
Honey bee toxicity	-	0.8445	84.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6034	60.34%
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
CHEMBL4040	P28482	MAP kinase ERK2	97.52%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.39%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.49%	90.17%
CHEMBL2061	P19793	Retinoid X receptor alpha	87.48%	91.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.57%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.58%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.34%	100.00%
CHEMBL233	P35372	Mu opioid receptor	84.32%	97.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.29%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.03%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.01%	91.19%

Plants that contains it

• Pinus strobus

Cross-Links

• PubChem: 13858197
• LOTUS: LTS0180676
• wikiData: Q104921537