(2S,3S,4S)-6-methyl-2-(4-methylphenyl)hept-5-ene-3,4-diol

Details

• Internal ID: c671ee17-3b25-4462-81fc-6f91070457e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2S,3S,4S)-6-methyl-2-(4-methylphenyl)hept-5-ene-3,4-diol
• InChI: InChI=1S/C15H22O2/c1-10(2)9-14(16)15(17)12(4)13-7-5-11(3)6-8-13/h5-9,12,14-17H,1-4H3/t12-,14-,15-/m0/s1
• InChI Key: CIGQSFSQDIHCFO-QEJZJMRPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.8278	82.78%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6674	66.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6947	69.47%
P-glycoprotein inhibitior	-	0.9342	93.42%
P-glycoprotein substrate	-	0.9150	91.50%
CYP3A4 substrate	-	0.6975	69.75%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	-	0.7050	70.50%
CYP3A4 inhibition	-	0.6215	62.15%
CYP2C9 inhibition	+	0.7198	71.98%
CYP2C19 inhibition	-	0.7559	75.59%
CYP2D6 inhibition	-	0.9030	90.30%
CYP1A2 inhibition	-	0.7613	76.13%
CYP2C8 inhibition	-	0.9677	96.77%
CYP inhibitory promiscuity	-	0.5221	52.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5636	56.36%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.8928	89.28%
Eye irritation	-	0.8282	82.82%
Skin irritation	+	0.5554	55.54%
Skin corrosion	-	0.8200	82.00%
Ames mutagenesis	-	0.7637	76.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4628	46.28%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.8384	83.84%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5157	51.57%
Acute Oral Toxicity (c)	III	0.8192	81.92%
Estrogen receptor binding	-	0.7976	79.76%
Androgen receptor binding	-	0.5505	55.05%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.8199	81.99%
Aromatase binding	-	0.7522	75.22%
PPAR gamma	-	0.6200	62.00%
Honey bee toxicity	-	0.8970	89.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8779	87.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.20%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.41%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.53%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.90%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.41%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.94%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.64%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.27%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.10%	89.62%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.12%	93.65%

Plants that contains it

• Acalypha macrostachya

Cross-Links

• PubChem: 163004994
• LOTUS: LTS0026681
• wikiData: Q104959783