(3S,4S)-3-acetyloxy-4-[(2R)-6-methylhept-5-en-2-yl]cyclohexene-1-carboxylic acid

Details

• Internal ID: bf740f95-c9ac-44ae-8323-29aa4f55a3b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S,4S)-3-acetyloxy-4-[(2R)-6-methylhept-5-en-2-yl]cyclohexene-1-carboxylic acid
• SMILES (Canonical): CC(CCC=C(C)C)C1CCC(=CC1OC(=O)C)C(=O)O
• SMILES (Isomeric): C[C@H](CCC=C(C)C)[C@@H]1CCC(=C[C@H]1OC(=O)C)C(=O)O
• InChI: InChI=1S/C17H26O4/c1-11(2)6-5-7-12(3)15-9-8-14(17(19)20)10-16(15)21-13(4)18/h6,10,12,15-16H,5,7-9H2,1-4H3,(H,19,20)/t12-,15+,16-/m1/s1
• InChI Key: ODOMZDLREGFENP-UHOFOFEASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 3
• 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	+	0.9818	98.18%
Caco-2	+	0.6813	68.13%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9144	91.44%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.8352	83.52%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7741	77.41%
P-glycoprotein inhibitior	-	0.8605	86.05%
P-glycoprotein substrate	-	0.8616	86.16%
CYP3A4 substrate	-	0.5217	52.17%
CYP2C9 substrate	+	0.6243	62.43%
CYP2D6 substrate	-	0.9188	91.88%
CYP3A4 inhibition	-	0.7500	75.00%
CYP2C9 inhibition	-	0.6589	65.89%
CYP2C19 inhibition	-	0.7621	76.21%
CYP2D6 inhibition	-	0.7949	79.49%
CYP1A2 inhibition	-	0.7959	79.59%
CYP2C8 inhibition	-	0.9646	96.46%
CYP inhibitory promiscuity	-	0.8404	84.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8409	84.09%
Carcinogenicity (trinary)	Non-required	0.7065	70.65%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.8604	86.04%
Skin irritation	-	0.6372	63.72%
Skin corrosion	-	0.9820	98.20%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5558	55.58%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5211	52.11%
skin sensitisation	-	0.5356	53.56%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6333	63.33%
Acute Oral Toxicity (c)	III	0.6494	64.94%
Estrogen receptor binding	-	0.7910	79.10%
Androgen receptor binding	-	0.5810	58.10%
Thyroid receptor binding	-	0.5623	56.23%
Glucocorticoid receptor binding	+	0.5374	53.74%
Aromatase binding	-	0.8274	82.74%
PPAR gamma	-	0.6926	69.26%
Honey bee toxicity	-	0.9065	90.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
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
CHEMBL2581	P07339	Cathepsin D	97.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.31%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.61%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.18%	93.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.02%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	87.17%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.51%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.07%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.84%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.77%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.39%	100.00%

Plants that contains it

• Stevia salicifolia

Cross-Links

• PubChem: 163025310
• LOTUS: LTS0057807
• wikiData: Q105189959