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[(2R,3S,6R)-3-[(5R,8R,9R,10S,11R,13S,17S)-11,16-dihydroxy-4,4,8,10,13-pentamethyl-3,7-dioxo-6,9,11,12,16,17-hexahydro-5H-cyclopenta[a]phenanthren-17-yl]-6-(2-hydroxypropan-2-yl)-5-oxooxan-2-yl] acetate

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 407bace8-2aa7-4895-aedc-4e130263956e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3S,6R)-3-[(5R,8R,9R,10S,11R,13S,17S)-11,16-dihydroxy-4,4,8,10,13-pentamethyl-3,7-dioxo-6,9,11,12,16,17-hexahydro-5H-cyclopenta[a]phenanthren-17-yl]-6-(2-hydroxypropan-2-yl)-5-oxooxan-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H44O9/c1-15(33)40-27-16(11-18(35)26(41-27)29(4,5)39)24-17(34)12-21-31(24,7)14-19(36)25-30(6)10-9-22(37)28(2,3)20(30)13-23(38)32(21,25)8/h9-10,12,16-17,19-20,24-27,34,36,39H,11,13-14H2,1-8H3/t16-,17?,19+,20-,24+,25+,26-,27-,30-,31+,32+/m0/s1
InChI Key VVTDDKPAKHZKRW-NUOOKPCGSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O9
Molecular Weight 572.70 g/mol
Exact Mass 572.29853298 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.69
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,6R)-3-[(5R,8R,9R,10S,11R,13S,17S)-11,16-dihydroxy-4,4,8,10,13-pentamethyl-3,7-dioxo-6,9,11,12,16,17-hexahydro-5H-cyclopenta[a]phenanthren-17-yl]-6-(2-hydroxypropan-2-yl)-5-oxooxan-2-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9843 98.43%
Caco-2 - 0.8025 80.25%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7430 74.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8404 84.04%
OATP1B3 inhibitior + 0.8910 89.10%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8448 84.48%
P-glycoprotein inhibitior + 0.6715 67.15%
P-glycoprotein substrate + 0.5846 58.46%
CYP3A4 substrate + 0.7216 72.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8954 89.54%
CYP3A4 inhibition - 0.6783 67.83%
CYP2C9 inhibition - 0.8325 83.25%
CYP2C19 inhibition - 0.8591 85.91%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.8637 86.37%
CYP2C8 inhibition + 0.6226 62.26%
CYP inhibitory promiscuity - 0.8601 86.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4954 49.54%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9247 92.47%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9229 92.29%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4282 42.82%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5467 54.67%
skin sensitisation - 0.7939 79.39%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.8171 81.71%
Acute Oral Toxicity (c) I 0.7972 79.72%
Estrogen receptor binding + 0.7171 71.71%
Androgen receptor binding + 0.7272 72.72%
Thyroid receptor binding + 0.5767 57.67%
Glucocorticoid receptor binding + 0.7557 75.57%
Aromatase binding + 0.7115 71.15%
PPAR gamma + 0.6818 68.18%
Honey bee toxicity - 0.6991 69.91%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9834 98.34%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.20% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.84% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.80% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.45% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 91.04% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.85% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.46% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.80% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.70% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.59% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.40% 94.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.04% 85.30%
CHEMBL3401 O75469 Pregnane X receptor 85.57% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.35% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.00% 97.25%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.68% 96.39%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.82% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.65% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.57% 82.69%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.31% 95.71%
CHEMBL5028 O14672 ADAM10 80.12% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 122215046
LOTUS LTS0005531
wikiData Q104403446