CID 16058264

Details

• Internal ID: 2aa7bc71-be43-495d-8312-dbc4c80d6826
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-octadec-9-enoate
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(C4CC=C3C2)CCC5C(C)CCC(CC)C(C)C)C)C)O)O)O
• SMILES (Isomeric): CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@]5([C@H]([C@@H]4CC=C3C2)CC[C@@H]5[C@H](C)CC[C@@H](CC)C(C)C)C)C)O)O)O
• InChI: InChI=1S/C53H92O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-47(54)58-36-46-48(55)49(56)50(57)51(60-46)59-41-31-33-52(6)40(35-41)27-28-42-44-30-29-43(53(44,7)34-32-45(42)52)38(5)25-26-39(9-2)37(3)4/h16-17,27,37-39,41-46,48-51,55-57H,8-15,18-26,28-36H2,1-7H3/b17-16-/t38-,39-,41+,42+,43-,44+,45+,46-,48-,49+,50-,51-,52+,53-/m1/s1
• InChI Key: MEEONOMPSMYAQO-MBEOCFQISA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₉₂O₇
• Molecular Weight: 841.30 g/mol
• Exact Mass: 840.68430527 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 15.20
• Atomic LogP (AlogP): 12.44
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 25

Synonyms

• 53657-29-7
• C53H92O7
• C53-H92-O7
• beta-Sitosterol 3-O-(6-O-oleoyl)-beta-D-glucopyranoside
• DTXSID101317097
• [(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-octadec-9-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9450	94.50%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8291	82.91%
OATP2B1 inhibitior	-	0.5920	59.20%
OATP1B1 inhibitior	+	0.8397	83.97%
OATP1B3 inhibitior	+	0.8305	83.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.9178	91.78%
P-glycoprotein inhibitior	+	0.7373	73.73%
P-glycoprotein substrate	+	0.6883	68.83%
CYP3A4 substrate	+	0.7569	75.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.8585	85.85%
CYP2C9 inhibition	-	0.7605	76.05%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.7844	78.44%
CYP2C8 inhibition	+	0.7257	72.57%
CYP inhibitory promiscuity	-	0.7486	74.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9063	90.63%
Skin irritation	+	0.4939	49.39%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3705	37.05%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7459	74.59%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9503	95.03%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.8236	82.36%
Androgen receptor binding	+	0.7271	72.71%
Thyroid receptor binding	-	0.5938	59.38%
Glucocorticoid receptor binding	+	0.5959	59.59%
Aromatase binding	+	0.5792	57.92%
PPAR gamma	+	0.6593	65.93%
Honey bee toxicity	-	0.7480	74.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7278	72.78%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.31%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.28%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.06%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	97.86%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.15%	97.25%
CHEMBL240	Q12809	HERG	95.99%	89.76%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.58%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	94.58%	92.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.38%	85.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	94.20%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.18%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.95%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.83%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.34%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.56%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.18%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.17%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.02%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.74%	92.86%
CHEMBL1871	P10275	Androgen Receptor	85.97%	96.43%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.17%	85.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.69%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.62%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	83.46%	94.73%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.67%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.22%	96.90%
CHEMBL5028	O14672	ADAM10	82.03%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.80%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	81.76%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.64%	94.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.12%	94.08%

Plants that contains it

• Calamus draco
• Excoecaria acerifolia
• Ficus carica
• Garrya laurifolia
• Goupia glabra
• Laggera alata
• Medinilla magnifica
• Mesua ferrea
• Moringa oleifera
• Onobrychis bobrovii
• Papaver persicum
• Petteria ramentacea
• Senecio cathcartensis
• Sequoia sempervirens
• Syncarpha gnaphaloides

Cross-Links

• PubChem: 16058264
• NPASS: NPC10211
• LOTUS: LTS0264176
• wikiData: Q105162176