3-[(1R,2S,4aR,5R,8aS)-5-ethenyl-1-methyl-6-methylidene-2-prop-1-en-2-yl-2,3,4,4a,5,7,8,8a-octahydronaphthalen-1-yl]propanoic acid

Details

• Internal ID: 93398f57-5441-4aaf-a849-e514e96aa88d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Carbocyclic fatty acids
• IUPAC Name: 3-[(1R,2S,4aR,5R,8aS)-5-ethenyl-1-methyl-6-methylidene-2-prop-1-en-2-yl-2,3,4,4a,5,7,8,8a-octahydronaphthalen-1-yl]propanoic acid
• InChI: InChI=1S/C20H30O2/c1-6-15-14(4)7-9-18-16(15)8-10-17(13(2)3)20(18,5)12-11-19(21)22/h6,15-18H,1-2,4,7-12H2,3,5H3,(H,21,22)/t15-,16-,17-,18-,20-/m0/s1
• InChI Key: KOGQVZPWHUCOTQ-VKESLTNKSA-N
• Popularity: 2 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: 5.50
• Atomic LogP (AlogP): 5.23
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

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	+	0.7790	77.90%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4415	44.15%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8633	86.33%
OATP1B3 inhibitior	+	0.8897	88.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6349	63.49%
BSEP inhibitior	-	0.8997	89.97%
P-glycoprotein inhibitior	-	0.7674	76.74%
P-glycoprotein substrate	-	0.7574	75.74%
CYP3A4 substrate	+	0.6321	63.21%
CYP2C9 substrate	-	0.5859	58.59%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.6561	65.61%
CYP2C9 inhibition	-	0.8774	87.74%
CYP2C19 inhibition	-	0.8366	83.66%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8463	84.63%
CYP2C8 inhibition	-	0.6223	62.23%
CYP inhibitory promiscuity	-	0.9135	91.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6180	61.80%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.8020	80.20%
Skin irritation	-	0.5910	59.10%
Skin corrosion	-	0.9648	96.48%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3907	39.07%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.7475	74.75%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7107	71.07%
Acute Oral Toxicity (c)	III	0.7397	73.97%
Estrogen receptor binding	-	0.5568	55.68%
Androgen receptor binding	+	0.6490	64.90%
Thyroid receptor binding	+	0.5518	55.18%
Glucocorticoid receptor binding	+	0.7424	74.24%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6273	62.73%
Honey bee toxicity	-	0.8214	82.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	97.85%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.02%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.53%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.11%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.95%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.20%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.33%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.45%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.53%	100.00%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 44597361
• LOTUS: LTS0099183
• wikiData: Q105143812