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(E,5S,6S)-5-acetyloxy-6-[(3R,5R,10S,13R,14R,15S,17R)-3-acetyloxy-15-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic 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 041306b7-3e5c-4b16-8713-1dc488505d7b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (E,5S,6S)-5-acetyloxy-6-[(3R,5R,10S,13R,14R,15S,17R)-3-acetyloxy-15-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
SMILES (Canonical) CC(C1CC(C2(C1(CC=C3C2=CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)O)C(CC=C(C)C(=O)O)OC(=O)C
SMILES (Isomeric) C[C@@H]([C@H]1C[C@@H]([C@@]2([C@@]1(CC=C3C2=CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)OC(=O)C)C)C)C)O)[C@H](C/C=C(\C)/C(=O)O)OC(=O)C
InChI InChI=1S/C34H50O7/c1-19(30(38)39)10-12-26(40-21(3)35)20(2)25-18-28(37)34(9)24-11-13-27-31(5,6)29(41-22(4)36)15-16-32(27,7)23(24)14-17-33(25,34)8/h10-11,14,20,25-29,37H,12-13,15-18H2,1-9H3,(H,38,39)/b19-10+/t20-,25+,26-,27-,28-,29+,32+,33+,34+/m0/s1
InChI Key BCZACVDBVIYNMZ-XISUYSRGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H50O7
Molecular Weight 570.80 g/mol
Exact Mass 570.35565393 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.40
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E,5S,6S)-5-acetyloxy-6-[(3R,5R,10S,13R,14R,15S,17R)-3-acetyloxy-15-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic 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 - 0.7536 75.36%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8615 86.15%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.7480 74.80%
OATP1B3 inhibitior - 0.3495 34.95%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9637 96.37%
P-glycoprotein inhibitior + 0.7900 79.00%
P-glycoprotein substrate - 0.5568 55.68%
CYP3A4 substrate + 0.6898 68.98%
CYP2C9 substrate - 0.7828 78.28%
CYP2D6 substrate - 0.9079 90.79%
CYP3A4 inhibition - 0.7659 76.59%
CYP2C9 inhibition - 0.8967 89.67%
CYP2C19 inhibition - 0.9479 94.79%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.8725 87.25%
CYP2C8 inhibition + 0.7139 71.39%
CYP inhibitory promiscuity - 0.8098 80.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6929 69.29%
Eye corrosion - 0.9953 99.53%
Eye irritation - 0.9289 92.89%
Skin irritation + 0.7286 72.86%
Skin corrosion - 0.9602 96.02%
Ames mutagenesis - 0.6444 64.44%
Human Ether-a-go-go-Related Gene inhibition - 0.4143 41.43%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5584 55.84%
skin sensitisation - 0.7222 72.22%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.8165 81.65%
Acute Oral Toxicity (c) III 0.7156 71.56%
Estrogen receptor binding + 0.7268 72.68%
Androgen receptor binding + 0.6938 69.38%
Thyroid receptor binding + 0.5975 59.75%
Glucocorticoid receptor binding + 0.8441 84.41%
Aromatase binding + 0.7751 77.51%
PPAR gamma + 0.7217 72.17%
Honey bee toxicity - 0.7317 73.17%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5855 58.55%
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 98.37% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.21% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.65% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.42% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.69% 97.25%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.21% 94.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.00% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.86% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.45% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 87.26% 90.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.12% 97.21%
CHEMBL340 P08684 Cytochrome P450 3A4 86.65% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.41% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.01% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.88% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.86% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.32% 93.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.56% 97.79%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.60% 85.30%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.17% 92.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.54% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.14% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.83% 94.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.56% 99.17%
CHEMBL5028 O14672 ADAM10 80.37% 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 101602252
LOTUS LTS0115031
wikiData Q104923728