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(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,8R,9S,10S,13S,14R)-16-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-4-oxoheptan-2-yl]-15-oxo-1,2,3,4,5,6,7,8,9,11,12,14-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic 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 ebbe3712-141a-4556-a208-eb229f3789eb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
IUPAC Name (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,8R,9S,10S,13S,14R)-16-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-4-oxoheptan-2-yl]-15-oxo-1,2,3,4,5,6,7,8,9,11,12,14-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H50O10/c1-15(2)12-18(34)13-16(3)22-24(35)25(36)23-20-7-6-17-14-19(8-10-32(17,4)21(20)9-11-33(22,23)5)42-31-28(39)26(37)27(38)29(43-31)30(40)41/h15-17,19-21,23,26-29,31,35,37-39H,6-14H2,1-5H3,(H,40,41)/t16-,17+,19+,20-,21+,23+,26+,27+,28-,29+,31-,32+,33-/m1/s1
InChI Key CFFDFUDCYHFINU-HSSSCCAZSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C33H50O10
Molecular Weight 606.70 g/mol
Exact Mass 606.34039779 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.55
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,8R,9S,10S,13S,14R)-16-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-4-oxoheptan-2-yl]-15-oxo-1,2,3,4,5,6,7,8,9,11,12,14-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8293 82.93%
Caco-2 - 0.8394 83.94%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7633 76.33%
OATP2B1 inhibitior - 0.5776 57.76%
OATP1B1 inhibitior + 0.8385 83.85%
OATP1B3 inhibitior + 0.8240 82.40%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.6249 62.49%
P-glycoprotein inhibitior + 0.6718 67.18%
P-glycoprotein substrate - 0.6229 62.29%
CYP3A4 substrate + 0.7345 73.45%
CYP2C9 substrate - 0.7922 79.22%
CYP2D6 substrate - 0.8916 89.16%
CYP3A4 inhibition - 0.7905 79.05%
CYP2C9 inhibition - 0.8455 84.55%
CYP2C19 inhibition - 0.8615 86.15%
CYP2D6 inhibition - 0.9329 93.29%
CYP1A2 inhibition - 0.7604 76.04%
CYP2C8 inhibition + 0.5885 58.85%
CYP inhibitory promiscuity - 0.8716 87.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6920 69.20%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9250 92.50%
Skin irritation + 0.5444 54.44%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis - 0.7337 73.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7245 72.45%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5365 53.65%
skin sensitisation - 0.8298 82.98%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7735 77.35%
Acute Oral Toxicity (c) I 0.3542 35.42%
Estrogen receptor binding + 0.7564 75.64%
Androgen receptor binding + 0.7368 73.68%
Thyroid receptor binding - 0.5828 58.28%
Glucocorticoid receptor binding + 0.6749 67.49%
Aromatase binding + 0.6452 64.52%
PPAR gamma + 0.5746 57.46%
Honey bee toxicity - 0.7424 74.24%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9896 98.96%

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 98.24% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.51% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.45% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.93% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.13% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.02% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.75% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.17% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.70% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.14% 96.47%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.31% 90.71%
CHEMBL4040 P28482 MAP kinase ERK2 85.77% 83.82%
CHEMBL1937 Q92769 Histone deacetylase 2 84.97% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.82% 99.23%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.79% 85.31%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.61% 82.50%
CHEMBL237 P41145 Kappa opioid receptor 83.57% 98.10%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.36% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.05% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.66% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.68% 91.19%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.33% 94.62%
CHEMBL5255 O00206 Toll-like receptor 4 80.21% 92.50%

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 44191620
LOTUS LTS0248540
wikiData Q104956476