(3S)-3-[(3E,5E,7S,8Z)-3,7,11-trimethyldodeca-3,5,8-trienyl]cyclohexene-1-carboxylic acid

Details

• Internal ID: 32ddc0ba-f366-4a62-879e-6ec1c180d851
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S)-3-[(3E,5E,7S,8Z)-3,7,11-trimethyldodeca-3,5,8-trienyl]cyclohexene-1-carboxylic acid
• InChI: InChI=1S/C22H34O2/c1-17(2)8-5-9-18(3)10-6-11-19(4)14-15-20-12-7-13-21(16-20)22(23)24/h5-6,9-11,16-18,20H,7-8,12-15H2,1-4H3,(H,23,24)/b9-5-,10-6+,19-11+/t18-,20-/m0/s1
• InChI Key: POOTZJVXDGHNMQ-AQUVMMEQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.32
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.7729	77.29%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5937	59.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8083	80.83%
OATP1B3 inhibitior	-	0.2811	28.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7529	75.29%
P-glycoprotein inhibitior	-	0.7117	71.17%
P-glycoprotein substrate	-	0.7077	70.77%
CYP3A4 substrate	+	0.5268	52.68%
CYP2C9 substrate	+	0.8176	81.76%
CYP2D6 substrate	-	0.9135	91.35%
CYP3A4 inhibition	-	0.9037	90.37%
CYP2C9 inhibition	-	0.7070	70.70%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.8223	82.23%
CYP2C8 inhibition	-	0.7168	71.68%
CYP inhibitory promiscuity	-	0.8156	81.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7843	78.43%
Carcinogenicity (trinary)	Non-required	0.6524	65.24%
Eye corrosion	-	0.8461	84.61%
Eye irritation	-	0.9345	93.45%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9882	98.82%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6637	66.37%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5236	52.36%
skin sensitisation	+	0.8613	86.13%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5348	53.48%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8479	84.79%
Acute Oral Toxicity (c)	IV	0.5728	57.28%
Estrogen receptor binding	+	0.6305	63.05%
Androgen receptor binding	-	0.7276	72.76%
Thyroid receptor binding	+	0.6789	67.89%
Glucocorticoid receptor binding	-	0.5420	54.20%
Aromatase binding	+	0.5675	56.75%
PPAR gamma	+	0.6457	64.57%
Honey bee toxicity	-	0.8971	89.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.86%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.19%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.98%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.21%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.91%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.59%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.21%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.52%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.07%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162965733
• LOTUS: LTS0259599
• wikiData: Q105212570