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2-[(3S,5R,10S,13R,14R,16R,17R)-3-acetyloxy-16-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic 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 032ccd93-e59a-4744-9a01-34f4911d1356
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[(3S,5R,10S,13R,14R,16R,17R)-3-acetyloxy-16-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid
SMILES (Canonical) CC(C)C(=C)CCC(C1C(CC2(C1(CC=C3C2=CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)O)C(=O)O
SMILES (Isomeric) CC(C)C(=C)CCC([C@H]1[C@@H](C[C@@]2([C@@]1(CC=C3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)C)C)O)C(=O)O
InChI InChI=1S/C33H50O5/c1-19(2)20(3)10-11-22(29(36)37)28-25(35)18-33(9)24-12-13-26-30(5,6)27(38-21(4)34)15-16-31(26,7)23(24)14-17-32(28,33)8/h12,14,19,22,25-28,35H,3,10-11,13,15-18H2,1-2,4-9H3,(H,36,37)/t22?,25-,26+,27+,28+,31-,32-,33+/m1/s1
InChI Key RWIALJIVPUCERT-MTHWCOGXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H50O5
Molecular Weight 526.70 g/mol
Exact Mass 526.36582469 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.90
Atomic LogP (AlogP) 7.11
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(3S,5R,10S,13R,14R,16R,17R)-3-acetyloxy-16-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 - 0.5504 55.04%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8684 86.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8045 80.45%
OATP1B3 inhibitior - 0.6172 61.72%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6782 67.82%
BSEP inhibitior + 0.9084 90.84%
P-glycoprotein inhibitior + 0.6913 69.13%
P-glycoprotein substrate - 0.5555 55.55%
CYP3A4 substrate + 0.6834 68.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8849 88.49%
CYP3A4 inhibition - 0.7196 71.96%
CYP2C9 inhibition - 0.8585 85.85%
CYP2C19 inhibition - 0.9145 91.45%
CYP2D6 inhibition - 0.9501 95.01%
CYP1A2 inhibition - 0.9066 90.66%
CYP2C8 inhibition + 0.5814 58.14%
CYP inhibitory promiscuity - 0.8394 83.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7171 71.71%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9271 92.71%
Skin irritation + 0.6550 65.50%
Skin corrosion - 0.9537 95.37%
Ames mutagenesis - 0.7778 77.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5338 53.38%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.7232 72.32%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.6771 67.71%
Acute Oral Toxicity (c) III 0.6248 62.48%
Estrogen receptor binding + 0.7584 75.84%
Androgen receptor binding + 0.7322 73.22%
Thyroid receptor binding + 0.6336 63.36%
Glucocorticoid receptor binding + 0.7797 77.97%
Aromatase binding + 0.7351 73.51%
PPAR gamma + 0.6249 62.49%
Honey bee toxicity - 0.7012 70.12%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6355 63.55%
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
CHEMBL4040 P28482 MAP kinase ERK2 99.54% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.72% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.56% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.53% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.53% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 92.01% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.14% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.40% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.21% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.26% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.71% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.30% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.25% 94.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.60% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.27% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.99% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.46% 95.89%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.90% 94.97%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.76% 92.62%

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 12133289
LOTUS LTS0117152
wikiData Q105246512