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

Details

• Internal ID: 8af6781e-e63b-4534-a6a4-3e780ed465fa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S,4S)-3-hydroxy-4-[(2R)-6-methylhept-5-en-2-yl]cyclohexene-1-carboxylic acid
• SMILES (Canonical): CC(CCC=C(C)C)C1CCC(=CC1O)C(=O)O
• SMILES (Isomeric): C[C@H](CCC=C(C)C)[C@@H]1CCC(=C[C@H]1O)C(=O)O
• InChI: InChI=1S/C15H24O3/c1-10(2)5-4-6-11(3)13-8-7-12(15(17)18)9-14(13)16/h5,9,11,13-14,16H,4,6-8H2,1-3H3,(H,17,18)/t11-,13+,14-/m1/s1
• InChI Key: AJYXUNWZABAKQI-KWCYVHTRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.7462	74.62%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8760	87.60%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9129	91.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8428	84.28%
P-glycoprotein inhibitior	-	0.9579	95.79%
P-glycoprotein substrate	-	0.8946	89.46%
CYP3A4 substrate	-	0.5836	58.36%
CYP2C9 substrate	+	0.6243	62.43%
CYP2D6 substrate	-	0.9052	90.52%
CYP3A4 inhibition	-	0.7471	74.71%
CYP2C9 inhibition	-	0.6907	69.07%
CYP2C19 inhibition	-	0.7716	77.16%
CYP2D6 inhibition	-	0.8042	80.42%
CYP1A2 inhibition	-	0.7946	79.46%
CYP2C8 inhibition	-	0.9808	98.08%
CYP inhibitory promiscuity	-	0.7304	73.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8666	86.66%
Carcinogenicity (trinary)	Non-required	0.6804	68.04%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.8662	86.62%
Skin irritation	-	0.5756	57.56%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6392	63.92%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5486	54.86%
skin sensitisation	+	0.6883	68.83%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6221	62.21%
Acute Oral Toxicity (c)	III	0.5726	57.26%
Estrogen receptor binding	-	0.7352	73.52%
Androgen receptor binding	-	0.5912	59.12%
Thyroid receptor binding	-	0.5122	51.22%
Glucocorticoid receptor binding	-	0.5824	58.24%
Aromatase binding	-	0.8598	85.98%
PPAR gamma	+	0.5701	57.01%
Honey bee toxicity	-	0.9255	92.55%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.68%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.16%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.94%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.31%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.01%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.38%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.56%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.23%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.31%	100.00%

Plants that contains it

• Stevia salicifolia

Cross-Links

• PubChem: 162944175
• LOTUS: LTS0249670
• wikiData: Q104913480