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[(3S,5R,10S,12R,13S,14R,15S,17R)-12-acetyl-3-hydroxy-17-[(1S)-1-[(2S,6S)-6-hydroxy-5-methyl-3,6-dihydro-2H-pyran-2-yl]ethyl]-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-15-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 10ba2332-d506-4ebb-aecc-d91ecdcf050d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5R,10S,12R,13S,14R,15S,17R)-12-acetyl-3-hydroxy-17-[(1S)-1-[(2S,6S)-6-hydroxy-5-methyl-3,6-dihydro-2H-pyran-2-yl]ethyl]-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-15-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H50O6/c1-18-10-12-26(40-30(18)38)19(2)23-17-29(39-21(4)36)34(9)22-11-13-27-31(5,6)28(37)14-15-32(27,7)25(22)16-24(20(3)35)33(23,34)8/h10-11,16,19,23-24,26-30,37-38H,12-15,17H2,1-9H3/t19-,23+,24-,26-,27-,28-,29-,30-,32+,33-,34+/m0/s1
InChI Key XHVSZDKYPLXEAD-XBYBAAKISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H50O6
Molecular Weight 554.80 g/mol
Exact Mass 554.36073931 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.92
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5R,10S,12R,13S,14R,15S,17R)-12-acetyl-3-hydroxy-17-[(1S)-1-[(2S,6S)-6-hydroxy-5-methyl-3,6-dihydro-2H-pyran-2-yl]ethyl]-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-15-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 + 0.9846 98.46%
Caco-2 - 0.6640 66.40%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8650 86.50%
OATP2B1 inhibitior - 0.8631 86.31%
OATP1B1 inhibitior + 0.8434 84.34%
OATP1B3 inhibitior + 0.8018 80.18%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5853 58.53%
BSEP inhibitior + 0.8801 88.01%
P-glycoprotein inhibitior + 0.7613 76.13%
P-glycoprotein substrate - 0.5126 51.26%
CYP3A4 substrate + 0.7165 71.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8779 87.79%
CYP3A4 inhibition - 0.6903 69.03%
CYP2C9 inhibition - 0.8751 87.51%
CYP2C19 inhibition - 0.9389 93.89%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.7808 78.08%
CYP2C8 inhibition + 0.5756 57.56%
CYP inhibitory promiscuity - 0.9121 91.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6681 66.81%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9354 93.54%
Skin irritation + 0.5911 59.11%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis - 0.7344 73.44%
Human Ether-a-go-go-Related Gene inhibition - 0.4332 43.32%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5783 57.83%
skin sensitisation - 0.7417 74.17%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5530 55.30%
Acute Oral Toxicity (c) III 0.5329 53.29%
Estrogen receptor binding + 0.7089 70.89%
Androgen receptor binding + 0.6983 69.83%
Thyroid receptor binding + 0.5682 56.82%
Glucocorticoid receptor binding + 0.8225 82.25%
Aromatase binding + 0.7778 77.78%
PPAR gamma + 0.6870 68.70%
Honey bee toxicity - 0.7044 70.44%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9924 99.24%

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 96.42% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.64% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.48% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.86% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.38% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.89% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.26% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.06% 93.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.84% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.63% 97.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.66% 97.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.61% 95.89%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.15% 92.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.05% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.90% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.89% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.66% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.51% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.25% 96.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.23% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 80.26% 97.79%

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.
There are no matching plants.

Cross-Links

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PubChem 163195623
LOTUS LTS0075407
wikiData Q105328320