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Sitostanyl ferulate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 7fc62370-0fb8-487d-80b7-06b27ff72cea
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CCC(CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)OC(=O)C=CC5=CC(=C(C=C5)O)OC)C)C)C(C)C
SMILES (Isomeric) CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)OC(=O)/C=C/C5=CC(=C(C=C5)O)OC)C)C)C(C)C
InChI InChI=1S/C39H60O4/c1-8-28(25(2)3)12-9-26(4)32-15-16-33-31-14-13-29-24-30(19-21-38(29,5)34(31)20-22-39(32,33)6)43-37(41)18-11-27-10-17-35(40)36(23-27)42-7/h10-11,17-18,23,25-26,28-34,40H,8-9,12-16,19-22,24H2,1-7H3/b18-11+/t26-,28-,29+,30+,31+,32-,33+,34+,38+,39-/m1/s1
InChI Key RAKOKKNCCBUUMP-HNBUMGCJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H60O4
Molecular Weight 592.90 g/mol
Exact Mass 592.44916039 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 12.40
Atomic LogP (AlogP) 10.08
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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trans-Feruloylstigmastanole
Stigmastanol trans-ferulate
117857-70-2
UNII-0VKV946D5B
stigmastanol ferulate
0VKV946D5B
Stigmastan-3-ol, 3-((2E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate), (3beta,5alpha)-
[(3S,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
CHEMBL3799886
DTXSID301341836
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Sitostanyl ferulate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9971 99.71%
Caco-2 - 0.8015 80.15%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6954 69.54%
OATP2B1 inhibitior - 0.5685 56.85%
OATP1B1 inhibitior + 0.8231 82.31%
OATP1B3 inhibitior + 0.8935 89.35%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9727 97.27%
P-glycoprotein inhibitior + 0.7708 77.08%
P-glycoprotein substrate + 0.5764 57.64%
CYP3A4 substrate + 0.7373 73.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8548 85.48%
CYP3A4 inhibition - 0.5815 58.15%
CYP2C9 inhibition - 0.7263 72.63%
CYP2C19 inhibition - 0.7230 72.30%
CYP2D6 inhibition - 0.9129 91.29%
CYP1A2 inhibition - 0.7531 75.31%
CYP2C8 inhibition + 0.6790 67.90%
CYP inhibitory promiscuity - 0.7464 74.64%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8820 88.20%
Carcinogenicity (trinary) Non-required 0.6435 64.35%
Eye corrosion - 0.9946 99.46%
Eye irritation - 0.9340 93.40%
Skin irritation - 0.7031 70.31%
Skin corrosion - 0.9756 97.56%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3788 37.88%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6415 64.15%
skin sensitisation - 0.8555 85.55%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.9799 97.99%
Acute Oral Toxicity (c) IV 0.4961 49.61%
Estrogen receptor binding + 0.7979 79.79%
Androgen receptor binding + 0.8281 82.81%
Thyroid receptor binding - 0.5366 53.66%
Glucocorticoid receptor binding + 0.6889 68.89%
Aromatase binding + 0.6586 65.86%
PPAR gamma + 0.6647 66.47%
Honey bee toxicity - 0.7108 71.08%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.30% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.88% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.39% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.35% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 95.24% 89.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.63% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.64% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.32% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.75% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.71% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 88.68% 90.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.31% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.35% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 87.30% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.30% 92.94%
CHEMBL4208 P20618 Proteasome component C5 87.13% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.44% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.01% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.98% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.62% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.18% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.02% 98.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.66% 85.31%
CHEMBL4581 P52732 Kinesin-like protein 1 81.51% 93.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.42% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.35% 96.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Oryza sativa

Cross-Links

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PubChem 11227138
NPASS NPC235195