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1-O-[3-acetyloxy-12-hydroxy-17-[2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 5-O-methyl 3-hydroxy-3-methylpentanedioate

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 beea5c46-f0ff-4016-9b67-e0d8ad088db8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 1-O-[3-acetyloxy-12-hydroxy-17-[2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 5-O-methyl 3-hydroxy-3-methylpentanedioate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H62O11/c1-21(40)48-32-26(49-31(43)20-36(6,46)19-30(42)47-10)18-37(7)25-17-28(41)39(9)23(22-11-14-29(35(4,5)45)50-33(22)44)15-16-38(39,8)24(25)12-13-27(37)34(32,2)3/h17,22-24,26-29,32-33,41,44-46H,11-16,18-20H2,1-10H3
InChI Key OQSCGTICQTZHSH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H62O11
Molecular Weight 706.90 g/mol
Exact Mass 706.42921279 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.60
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[3-acetyloxy-12-hydroxy-17-[2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 5-O-methyl 3-hydroxy-3-methylpentanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9819 98.19%
Caco-2 - 0.8453 84.53%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8231 82.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8051 80.51%
OATP1B3 inhibitior + 0.8683 86.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8333 83.33%
P-glycoprotein inhibitior + 0.7922 79.22%
P-glycoprotein substrate + 0.6033 60.33%
CYP3A4 substrate + 0.7415 74.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8714 87.14%
CYP3A4 inhibition - 0.5979 59.79%
CYP2C9 inhibition - 0.7754 77.54%
CYP2C19 inhibition - 0.8414 84.14%
CYP2D6 inhibition - 0.9444 94.44%
CYP1A2 inhibition - 0.8408 84.08%
CYP2C8 inhibition + 0.7133 71.33%
CYP inhibitory promiscuity - 0.8791 87.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6327 63.27%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9149 91.49%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4734 47.34%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5281 52.81%
skin sensitisation - 0.8677 86.77%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8404 84.04%
Acute Oral Toxicity (c) I 0.7678 76.78%
Estrogen receptor binding + 0.7312 73.12%
Androgen receptor binding + 0.7402 74.02%
Thyroid receptor binding - 0.5419 54.19%
Glucocorticoid receptor binding + 0.7406 74.06%
Aromatase binding + 0.6781 67.81%
PPAR gamma + 0.7252 72.52%
Honey bee toxicity - 0.6538 65.38%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.97% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.35% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.40% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.99% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.06% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.38% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.85% 94.00%
CHEMBL5028 O14672 ADAM10 87.57% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 87.27% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.05% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.01% 95.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.75% 97.28%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.57% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.43% 94.33%
CHEMBL2581 P07339 Cathepsin D 86.30% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.70% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.32% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.01% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.25% 99.17%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.83% 91.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.53% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.44% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.53% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 81.48% 94.73%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.41% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.07% 91.19%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.72% 97.36%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.60% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.51% 90.17%

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 163072519
LOTUS LTS0092781
wikiData Q104193640