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[(2S,3R)-2-[(5S,9S,10S,12S,13R,14S,17R)-12-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-6-methyl-4-oxohept-5-en-3-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 ce199a29-a22b-41cf-88b5-ee1f00c5b253
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,3R)-2-[(5S,9S,10S,12S,13R,14S,17R)-12-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-6-methyl-4-oxohept-5-en-3-yl] acetate
SMILES (Canonical) CC(C1CCC2(C1(C(CC3C2=CCC4C3(CCC(=O)C4(C)C)C)O)C)C)C(C(=O)C=C(C)C)OC(=O)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1([C@H](C[C@@H]3C2=CC[C@H]4[C@]3(CCC(=O)C4(C)C)C)O)C)C)[C@H](C(=O)C=C(C)C)OC(=O)C
InChI InChI=1S/C32H48O5/c1-18(2)16-24(34)28(37-20(4)33)19(3)21-12-15-31(8)22-10-11-25-29(5,6)26(35)13-14-30(25,7)23(22)17-27(36)32(21,31)9/h10,16,19,21,23,25,27-28,36H,11-15,17H2,1-9H3/t19-,21+,23+,25+,27-,28+,30-,31-,32-/m0/s1
InChI Key KKFIKZQZDSWICN-YNDSGXFXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O5
Molecular Weight 512.70 g/mol
Exact Mass 512.35017463 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.23
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R)-2-[(5S,9S,10S,12S,13R,14S,17R)-12-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-6-methyl-4-oxohept-5-en-3-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 + 0.9917 99.17%
Caco-2 - 0.6320 63.20%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8665 86.65%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8727 87.27%
OATP1B3 inhibitior + 0.8273 82.73%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9569 95.69%
P-glycoprotein inhibitior + 0.7780 77.80%
P-glycoprotein substrate - 0.5562 55.62%
CYP3A4 substrate + 0.6636 66.36%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.8311 83.11%
CYP2C9 inhibition - 0.8682 86.82%
CYP2C19 inhibition - 0.8841 88.41%
CYP2D6 inhibition - 0.9281 92.81%
CYP1A2 inhibition - 0.7638 76.38%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9317 93.17%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6450 64.50%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9335 93.35%
Skin irritation + 0.7638 76.38%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6661 66.61%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5334 53.34%
skin sensitisation - 0.7284 72.84%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6963 69.63%
Acute Oral Toxicity (c) III 0.4941 49.41%
Estrogen receptor binding + 0.7985 79.85%
Androgen receptor binding + 0.7695 76.95%
Thyroid receptor binding + 0.5621 56.21%
Glucocorticoid receptor binding + 0.8454 84.54%
Aromatase binding + 0.7607 76.07%
PPAR gamma + 0.6545 65.45%
Honey bee toxicity - 0.7644 76.44%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9965 99.65%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.64% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.37% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.15% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.36% 96.77%
CHEMBL2581 P07339 Cathepsin D 90.22% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.74% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.25% 97.25%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.99% 85.30%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.99% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.51% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.25% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.94% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.74% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.82% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.73% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 81.53% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.50% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.05% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.07% 95.89%

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.
Melia azedarach

Cross-Links

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PubChem 162850498
LOTUS LTS0106513
wikiData Q105142179