(1R,2S,3R)-3-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-1,2-dimethylcyclopentan-1-ol

Details

• Internal ID: 2d88e20b-46a0-4213-ac4a-386d5e59a84c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,3R)-3-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-1,2-dimethylcyclopentan-1-ol
• SMILES (Canonical): CC1C(CCC1(C)O)C(C)(CCC=C(C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H](CC[C@@]1(C)O)[C@](C)(CCC=C(C)C)O
• InChI: InChI=1S/C15H28O2/c1-11(2)7-6-9-15(5,17)13-8-10-14(4,16)12(13)3/h7,12-13,16-17H,6,8-10H2,1-5H3/t12-,13+,14+,15-/m0/s1
• InChI Key: ZBJPVPFEDGYYBD-YJNKXOJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₈O₂
• Molecular Weight: 240.38 g/mol
• Exact Mass: 240.208930132 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.28
• 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	+	0.9932	99.32%
Caco-2	+	0.8438	84.38%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5412	54.12%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6040	60.40%
P-glycoprotein inhibitior	-	0.9306	93.06%
P-glycoprotein substrate	-	0.8338	83.38%
CYP3A4 substrate	+	0.5287	52.87%
CYP2C9 substrate	-	0.5790	57.90%
CYP2D6 substrate	-	0.7630	76.30%
CYP3A4 inhibition	-	0.8667	86.67%
CYP2C9 inhibition	-	0.8855	88.55%
CYP2C19 inhibition	-	0.8331	83.31%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.8359	83.59%
CYP2C8 inhibition	-	0.8588	85.88%
CYP inhibitory promiscuity	-	0.7161	71.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.6338	63.38%
Eye corrosion	-	0.9732	97.32%
Eye irritation	-	0.6602	66.02%
Skin irritation	+	0.5625	56.25%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5839	58.39%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5816	58.16%
skin sensitisation	+	0.7001	70.01%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6429	64.29%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	-	0.6526	65.26%
Androgen receptor binding	-	0.7339	73.39%
Thyroid receptor binding	-	0.5126	51.26%
Glucocorticoid receptor binding	-	0.6055	60.55%
Aromatase binding	-	0.5554	55.54%
PPAR gamma	-	0.6342	63.42%
Honey bee toxicity	-	0.8610	86.10%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9437	94.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.54%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.54%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.18%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.58%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.98%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.60%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.12%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.89%	92.94%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.83%	91.03%
CHEMBL1902	P62942	FK506-binding protein 1A	80.64%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162854503
• LOTUS: LTS0219202
• wikiData: Q105370661