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[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2S,3R,8R,9R,10S,13R,14S,16R,17R)-16-acetyloxy-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-3-hydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]oxan-2-yl]methyl 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 778f5ffc-fa17-4e0f-b99f-52b11d5cda3e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2S,3R,8R,9R,10S,13R,14S,16R,17R)-16-acetyloxy-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-3-hydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]oxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H70O16/c1-23(47)56-22-32-35(58-25(3)49)36(59-26(4)50)37(60-27(5)51)40(62-32)61-30-20-29-28(42(8,9)39(30)53)14-15-33-43(29,10)18-19-44(11)38(31(57-24(2)48)21-45(33,44)12)46(13,55)34(52)16-17-41(6,7)54/h14,29-33,35-40,53-55H,15-22H2,1-13H3/t29-,30+,31-,32-,33-,35-,36+,37-,38+,39+,40-,43+,44-,45+,46+/m1/s1
InChI Key CZPHRKFYAPLYQP-YMQPUPOESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H70O16
Molecular Weight 879.00 g/mol
Exact Mass 878.46638614 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.44
H-Bond Acceptor 16
H-Bond Donor 3
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2S,3R,8R,9R,10S,13R,14S,16R,17R)-16-acetyloxy-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-3-hydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]oxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9750 97.50%
Caco-2 - 0.8595 85.95%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8883 88.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8092 80.92%
OATP1B3 inhibitior + 0.9132 91.32%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5715 57.15%
BSEP inhibitior + 0.9703 97.03%
P-glycoprotein inhibitior + 0.7788 77.88%
P-glycoprotein substrate - 0.5156 51.56%
CYP3A4 substrate + 0.7307 73.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8886 88.86%
CYP3A4 inhibition - 0.7570 75.70%
CYP2C9 inhibition - 0.7829 78.29%
CYP2C19 inhibition - 0.9171 91.71%
CYP2D6 inhibition - 0.9459 94.59%
CYP1A2 inhibition - 0.7879 78.79%
CYP2C8 inhibition + 0.6976 69.76%
CYP inhibitory promiscuity - 0.8981 89.81%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6395 63.95%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9043 90.43%
Skin irritation + 0.6170 61.70%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6445 64.45%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5871 58.71%
skin sensitisation - 0.9078 90.78%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7391 73.91%
Acute Oral Toxicity (c) III 0.4662 46.62%
Estrogen receptor binding + 0.7670 76.70%
Androgen receptor binding + 0.7427 74.27%
Thyroid receptor binding + 0.5333 53.33%
Glucocorticoid receptor binding + 0.7964 79.64%
Aromatase binding + 0.6786 67.86%
PPAR gamma + 0.8041 80.41%
Honey bee toxicity - 0.6025 60.25%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9875 98.75%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.93% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.26% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.96% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.55% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.05% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.54% 95.17%
CHEMBL5255 O00206 Toll-like receptor 4 90.52% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.51% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 86.82% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.19% 96.77%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.90% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 85.59% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 84.85% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.65% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.83% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.75% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.53% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.44% 95.89%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.24% 83.00%
CHEMBL2581 P07339 Cathepsin D 80.09% 98.95%

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 162927665
LOTUS LTS0147378
wikiData Q104972964