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(22S,24E)-3beta,15alpha,22-triacetoxylanosta-8,24-dien-26-oic acid

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 3ae6efc8-89e6-492a-90a9-5ad4ee5407b5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (E,5S,6S)-5-acetyloxy-6-[(3S,5R,10S,13R,14R,15S,17R)-3,15-diacetyloxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
SMILES (Canonical) CC(C1CC(C2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)OC(=O)C)C(CC=C(C)C(=O)O)OC(=O)C
SMILES (Isomeric) C[C@@H]([C@H]1C[C@@H]([C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)C)C)OC(=O)C)[C@H](C/C=C(\C)/C(=O)O)OC(=O)C
InChI InChI=1S/C36H54O8/c1-20(32(40)41)11-13-28(42-22(3)37)21(2)27-19-31(44-24(5)39)36(10)26-12-14-29-33(6,7)30(43-23(4)38)16-17-34(29,8)25(26)15-18-35(27,36)9/h11,21,27-31H,12-19H2,1-10H3,(H,40,41)/b20-11+/t21-,27+,28-,29-,30-,31-,34+,35+,36+/m0/s1
InChI Key QVHGIUQGGQQDBS-YMFHRCEFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H54O8
Molecular Weight 614.80 g/mol
Exact Mass 614.38186868 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 7.20
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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(E,5S,6S)-5-acetyloxy-6-[(3S,5R,10S,13R,14R,15S,17R)-3,15-diacetyloxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
(E,5S,6S)-5-acetyloxy-6-((3S,5R,10S,13R,14R,15S,17R)-3,15-diacetyloxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta(a)phenanthren-17-yl)-2-methylhept-2-enoic acid
RefChem:68674
CHEMBL3786059
CHEBI:227158

2D Structure

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2D Structure of (22S,24E)-3beta,15alpha,22-triacetoxylanosta-8,24-dien-26-oic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 - 0.8020 80.20%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8663 86.63%
OATP2B1 inhibitior - 0.7205 72.05%
OATP1B1 inhibitior - 0.3687 36.87%
OATP1B3 inhibitior - 0.5476 54.76%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9292 92.92%
P-glycoprotein inhibitior + 0.8270 82.70%
P-glycoprotein substrate - 0.6696 66.96%
CYP3A4 substrate + 0.6855 68.55%
CYP2C9 substrate - 0.8074 80.74%
CYP2D6 substrate - 0.9167 91.67%
CYP3A4 inhibition - 0.7845 78.45%
CYP2C9 inhibition - 0.8777 87.77%
CYP2C19 inhibition - 0.9204 92.04%
CYP2D6 inhibition - 0.9441 94.41%
CYP1A2 inhibition - 0.7449 74.49%
CYP2C8 inhibition + 0.6478 64.78%
CYP inhibitory promiscuity - 0.8075 80.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6786 67.86%
Eye corrosion - 0.9951 99.51%
Eye irritation - 0.9129 91.29%
Skin irritation + 0.6923 69.23%
Skin corrosion - 0.9646 96.46%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5675 56.75%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5334 53.34%
skin sensitisation - 0.7128 71.28%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8356 83.56%
Acute Oral Toxicity (c) III 0.8376 83.76%
Estrogen receptor binding + 0.7528 75.28%
Androgen receptor binding + 0.7174 71.74%
Thyroid receptor binding + 0.5329 53.29%
Glucocorticoid receptor binding + 0.8375 83.75%
Aromatase binding + 0.8094 80.94%
PPAR gamma + 0.7559 75.59%
Honey bee toxicity - 0.7431 74.31%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5510 55.10%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.14% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.38% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.36% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 89.01% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.76% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.23% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 85.65% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.52% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.85% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.52% 100.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 84.20% 95.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.91% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.75% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.46% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.43% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.26% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.94% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.66% 89.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.59% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.21% 86.33%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 81.16% 92.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.96% 82.69%
CHEMBL1902 P62942 FK506-binding protein 1A 80.94% 97.05%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.78% 94.33%
CHEMBL5028 O14672 ADAM10 80.02% 97.50%

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.
There are no matching plants.

Cross-Links

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PubChem 127031580
LOTUS LTS0245011
wikiData Q105228661