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(E,5R,6S)-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]-5-hydroxy-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 3ec8d3aa-26b0-4e40-9693-d0917d33cabe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (E,5R,6S)-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]-5-hydroxy-2-methylhept-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H48O6/c1-18(28(36)37)9-11-24(34)19(2)23-17-26(35)32(8)22-10-12-25-29(4,5)27(38-20(3)33)14-15-30(25,6)21(22)13-16-31(23,32)7/h9-10,13,19,23-27,34-35H,11-12,14-17H2,1-8H3,(H,36,37)/b18-9+/t19-,23+,24+,25-,26-,27+,30+,31+,32+/m0/s1
InChI Key VMVPNJFQQSEVKB-FVFRZQPSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O6
Molecular Weight 528.70 g/mol
Exact Mass 528.34508925 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.83
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E,5R,6S)-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]-5-hydroxy-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 - 0.6954 69.54%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8615 86.15%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.7689 76.89%
OATP1B3 inhibitior - 0.3495 34.95%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8984 89.84%
P-glycoprotein inhibitior + 0.7001 70.01%
P-glycoprotein substrate - 0.5727 57.27%
CYP3A4 substrate + 0.6768 67.68%
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 + 0.6466 64.66%
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 - 0.9386 93.86%
Skin irritation + 0.7286 72.86%
Skin corrosion - 0.9602 96.02%
Ames mutagenesis - 0.6544 65.44%
Human Ether-a-go-go-Related Gene inhibition + 0.6413 64.13%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6050 60.50%
skin sensitisation - 0.7222 72.22%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.8700 87.00%
Acute Oral Toxicity (c) III 0.7156 71.56%
Estrogen receptor binding + 0.6947 69.47%
Androgen receptor binding + 0.7072 70.72%
Thyroid receptor binding + 0.5887 58.87%
Glucocorticoid receptor binding + 0.8053 80.53%
Aromatase binding + 0.7837 78.37%
PPAR gamma + 0.6447 64.47%
Honey bee toxicity - 0.7457 74.57%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5900 59.00%
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%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.92% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.97% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.37% 91.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.13% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 90.03% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.88% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.41% 91.19%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.01% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.70% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.39% 97.25%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.44% 94.08%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.40% 97.21%
CHEMBL2996 Q05655 Protein kinase C delta 85.64% 97.79%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.55% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.46% 95.89%
CHEMBL284 P27487 Dipeptidyl peptidase IV 84.43% 95.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.43% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.26% 94.23%
CHEMBL4208 P20618 Proteasome component C5 83.24% 90.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.96% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.90% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.86% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.42% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.45% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.31% 86.33%
CHEMBL5028 O14672 ADAM10 80.25% 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 101602256
LOTUS LTS0124712
wikiData Q105289324