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[(5R,6R,7S,8R,9R,10S,11S,12R,13S,17R)-12-acetyloxy-17-(2,5-dioxofuran-3-yl)-6-hydroxy-11-methoxy-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 235cb342-592b-4c77-945f-e12d9a7882cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5R,6R,7S,8R,9R,10S,11S,12R,13S,17R)-12-acetyloxy-17-(2,5-dioxofuran-3-yl)-6-hydroxy-11-methoxy-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)OC1C(C2C(C(=O)C=CC2(C3C1(C4=CCC(C4(C(C3OC)OC(=O)C)C)C5=CC(=O)OC5=O)C)C)(C)C)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]([C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4([C@H]([C@H]3OC)OC(=O)C)C)C5=CC(=O)OC5=O)C)C)O
InChI InChI=1S/C31H38O10/c1-14(32)39-25-21(36)23-28(3,4)19(34)11-12-29(23,5)24-22(38-8)26(40-15(2)33)30(6)17(9-10-18(30)31(24,25)7)16-13-20(35)41-27(16)37/h10-13,17,21-26,36H,9H2,1-8H3/t17-,21+,22-,23-,24+,25+,26-,29-,30-,31-/m0/s1
InChI Key JSXJRQVDHPCREN-ZMPYTHIGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O10
Molecular Weight 570.60 g/mol
Exact Mass 570.24649740 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.63
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5R,6R,7S,8R,9R,10S,11S,12R,13S,17R)-12-acetyloxy-17-(2,5-dioxofuran-3-yl)-6-hydroxy-11-methoxy-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 + 0.9936 99.36%
Caco-2 - 0.7359 73.59%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7361 73.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8349 83.49%
OATP1B3 inhibitior + 0.8271 82.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9655 96.55%
P-glycoprotein inhibitior + 0.8357 83.57%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6893 68.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition - 0.6307 63.07%
CYP2C9 inhibition - 0.7136 71.36%
CYP2C19 inhibition - 0.8340 83.40%
CYP2D6 inhibition - 0.9348 93.48%
CYP1A2 inhibition - 0.7652 76.52%
CYP2C8 inhibition + 0.4777 47.77%
CYP inhibitory promiscuity - 0.6533 65.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.5329 53.29%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.9037 90.37%
Skin irritation - 0.6510 65.10%
Skin corrosion - 0.9329 93.29%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4586 45.86%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5643 56.43%
skin sensitisation - 0.7608 76.08%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5525 55.25%
Acute Oral Toxicity (c) III 0.5856 58.56%
Estrogen receptor binding + 0.7783 77.83%
Androgen receptor binding + 0.7070 70.70%
Thyroid receptor binding + 0.6181 61.81%
Glucocorticoid receptor binding + 0.8030 80.30%
Aromatase binding + 0.6335 63.35%
PPAR gamma + 0.7476 74.76%
Honey bee toxicity - 0.7660 76.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9818 98.18%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.99% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.69% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.76% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.38% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.33% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.42% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.03% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 88.52% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.42% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.82% 95.56%
CHEMBL2535 P11166 Glucose transporter 85.72% 98.75%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.58% 81.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.56% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.56% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.06% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.61% 96.77%
CHEMBL5028 O14672 ADAM10 81.41% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.23% 89.00%

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 101355584
LOTUS LTS0203122
wikiData Q105134632