(2S)-1-[(1S,2R,5R,6R)-5,6-dihydroxy-2-[(E,3R,5S,6R)-6-hydroxy-3,5-dimethylhept-1-enyl]cyclohex-3-en-1-yl]-2-hydroxypropan-1-one

Details

• Internal ID: af4f8ef1-130c-477b-bf28-717f3af3f777
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2S)-1-[(1S,2R,5R,6R)-5,6-dihydroxy-2-[(E,3R,5S,6R)-6-hydroxy-3,5-dimethylhept-1-enyl]cyclohex-3-en-1-yl]-2-hydroxypropan-1-one
• InChI: InChI=1S/C18H30O5/c1-10(9-11(2)12(3)19)5-6-14-7-8-15(21)18(23)16(14)17(22)13(4)20/h5-8,10-16,18-21,23H,9H2,1-4H3/b6-5+/t10-,11-,12+,13-,14+,15+,16+,18-/m0/s1
• InChI Key: CSOXWJGKEHOXPA-WKWVUSAHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₅
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.20932405 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	-	0.6368	63.68%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7277	72.77%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8526	85.26%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9643	96.43%
P-glycoprotein inhibitior	-	0.8845	88.45%
P-glycoprotein substrate	-	0.6654	66.54%
CYP3A4 substrate	+	0.5255	52.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8124	81.24%
CYP3A4 inhibition	-	0.7327	73.27%
CYP2C9 inhibition	-	0.9038	90.38%
CYP2C19 inhibition	-	0.9122	91.22%
CYP2D6 inhibition	-	0.8496	84.96%
CYP1A2 inhibition	-	0.8032	80.32%
CYP2C8 inhibition	-	0.8999	89.99%
CYP inhibitory promiscuity	-	0.9289	92.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8423	84.23%
Carcinogenicity (trinary)	Non-required	0.6713	67.13%
Eye corrosion	-	0.9183	91.83%
Eye irritation	-	0.9819	98.19%
Skin irritation	-	0.5529	55.29%
Skin corrosion	-	0.8492	84.92%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6340	63.40%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	+	0.5445	54.45%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7171	71.71%
Acute Oral Toxicity (c)	III	0.6261	62.61%
Estrogen receptor binding	-	0.5398	53.98%
Androgen receptor binding	-	0.6504	65.04%
Thyroid receptor binding	+	0.6451	64.51%
Glucocorticoid receptor binding	+	0.5445	54.45%
Aromatase binding	-	0.5820	58.20%
PPAR gamma	-	0.6008	60.08%
Honey bee toxicity	-	0.7333	73.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9595	95.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.06%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	92.88%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.22%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.62%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.25%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	83.96%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.40%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.34%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.99%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163034859
• LOTUS: LTS0085213
• wikiData: Q104969475