18:2 Campesteryl ester

Details

• Internal ID: 5cf35ef4-b018-4dbc-a65d-d3ca3b8c40b1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (9Z,12Z)-octadeca-9,12-dienoate
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCC(C)C(C)C)C)C
• SMILES (Isomeric): CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4[C@H](C)CC[C@@H](C)C(C)C)C)C
• InChI: InChI=1S/C46H78O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-44(47)48-39-30-32-45(6)38(34-39)26-27-40-42-29-28-41(46(42,7)33-31-43(40)45)37(5)25-24-36(4)35(2)3/h12-13,15-16,26,35-37,39-43H,8-11,14,17-25,27-34H2,1-7H3/b13-12-,16-15-/t36-,37-,39+,40+,41-,42+,43+,45+,46-/m1/s1
• InChI Key: DWTYTVTUGPAKRN-MRDGGECFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₈O₂
• Molecular Weight: 663.10 g/mol
• Exact Mass: 662.60018173 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 16.20
• Atomic LogP (AlogP): 14.00
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 20

Synonyms

• Campest-5-en-3beta-yl (9Z,12Z-octadecadienoate)
• Campesteryl linoleate
• caffeoyl hexose
• Campesterol ester(18:2)
• SCHEMBL4739497
• CHEBI:166784
• DTXSID401314666
• LMST01020067
• [(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (9Z,12Z)-octadeca-9,12-dienoate
• 86248-87-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.8137	81.37%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5639	56.39%
OATP1B1 inhibitior	+	0.8178	81.78%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9851	98.51%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	+	0.6679	66.79%
CYP3A4 substrate	+	0.7529	75.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	+	0.7387	73.87%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.6557	65.57%
CYP inhibitory promiscuity	-	0.5066	50.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4108	41.08%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5220	52.20%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8532	85.32%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7772	77.72%
Androgen receptor binding	+	0.7157	71.57%
Thyroid receptor binding	-	0.5789	57.89%
Glucocorticoid receptor binding	+	0.5901	59.01%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6057	60.57%
Honey bee toxicity	-	0.8169	81.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7878	78.78%
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
CHEMBL240	Q12809	HERG	99.06%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.46%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.98%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.70%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.24%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.08%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.06%	93.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.73%	85.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.46%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	91.97%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.50%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.54%	92.86%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.02%	94.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.02%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.00%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.52%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.49%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.00%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.92%	97.09%
CHEMBL233	P35372	Mu opioid receptor	86.41%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.82%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.71%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.35%	95.89%
CHEMBL299	P17252	Protein kinase C alpha	85.25%	98.03%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.44%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.31%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.66%	92.88%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.77%	91.81%
CHEMBL325	Q13547	Histone deacetylase 1	82.65%	95.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.19%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.79%	94.62%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.45%	94.97%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.53%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	80.09%	97.79%

Plants that contains it

• Apium graveolens
• Tabernaemontana divaricata

Cross-Links

• PubChem: 69169003
• LOTUS: LTS0022174
• wikiData: Q76755609