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[(5R,7R,8R,9R,10R,13S,17S)-17-[(3S,5R,6S)-5,6-dihydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-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 a97c6049-a6e3-498e-b8fb-3cfc997cd8a0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(5R,7R,8R,9R,10R,13S,17S)-17-[(3S,5R,6S)-5,6-dihydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5CC(C(OC5)(C(C)(C)O)O)O)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4(CC3)C)[C@@H]5C[C@H]([C@](OC5)(C(C)(C)O)O)O)C)C
InChI InChI=1S/C32H48O7/c1-18(33)39-26-16-23-27(2,3)24(34)12-14-30(23,7)22-11-13-29(6)20(9-10-21(29)31(22,26)8)19-15-25(35)32(37,38-17-19)28(4,5)36/h10,12,14,19-20,22-23,25-26,35-37H,9,11,13,15-17H2,1-8H3/t19-,20+,22-,23+,25-,26-,29+,30-,31+,32+/m1/s1
InChI Key QMPWWBJWTUYRPO-SEOULYHJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O7
Molecular Weight 544.70 g/mol
Exact Mass 544.34000387 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.34
H-Bond Acceptor 7
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 [(5R,7R,8R,9R,10R,13S,17S)-17-[(3S,5R,6S)-5,6-dihydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-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 + 0.9378 93.78%
Caco-2 - 0.7893 78.93%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8850 88.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8216 82.16%
OATP1B3 inhibitior + 0.9104 91.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8318 83.18%
BSEP inhibitior + 0.8661 86.61%
P-glycoprotein inhibitior + 0.6724 67.24%
P-glycoprotein substrate - 0.5099 50.99%
CYP3A4 substrate + 0.7534 75.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8972 89.72%
CYP3A4 inhibition - 0.8748 87.48%
CYP2C9 inhibition - 0.8169 81.69%
CYP2C19 inhibition - 0.9166 91.66%
CYP2D6 inhibition - 0.9379 93.79%
CYP1A2 inhibition - 0.8757 87.57%
CYP2C8 inhibition + 0.6583 65.83%
CYP inhibitory promiscuity - 0.9446 94.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6460 64.60%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9438 94.38%
Skin irritation - 0.5142 51.42%
Skin corrosion - 0.9355 93.55%
Ames mutagenesis - 0.7128 71.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6465 64.65%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5551 55.51%
skin sensitisation - 0.8900 89.00%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6028 60.28%
Acute Oral Toxicity (c) I 0.6040 60.40%
Estrogen receptor binding + 0.7384 73.84%
Androgen receptor binding + 0.7205 72.05%
Thyroid receptor binding + 0.5838 58.38%
Glucocorticoid receptor binding + 0.7367 73.67%
Aromatase binding + 0.6953 69.53%
PPAR gamma + 0.6773 67.73%
Honey bee toxicity - 0.7453 74.53%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9882 98.82%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.89% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.10% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.40% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.93% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.91% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.18% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.73% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.57% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.27% 97.09%
CHEMBL5028 O14672 ADAM10 88.47% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.44% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 87.68% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.78% 97.28%
CHEMBL2581 P07339 Cathepsin D 85.76% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.49% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.37% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.93% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.08% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.90% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.02% 95.89%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.95% 94.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.37% 94.00%

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.
Azadirachta indica

Cross-Links

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PubChem 162984585
LOTUS LTS0133858
wikiData Q105224107