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2-[(1S,2R,4aR,4bS,6R,6aR,10aS,12aR)-6a-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-6-hydroxy-1-(3-hydroxypropyl)-1,4a,4b,9,9-pentamethyl-3,4,5,6,7,8,10,10a,12,12a-decahydro-2H-chrysen-2-yl]prop-2-enoic 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 28518828-7d7a-4e34-9ee8-b8999d4ebfbe
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 2-[(1S,2R,4aR,4bS,6R,6aR,10aS,12aR)-6a-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-6-hydroxy-1-(3-hydroxypropyl)-1,4a,4b,9,9-pentamethyl-3,4,5,6,7,8,10,10a,12,12a-decahydro-2H-chrysen-2-yl]prop-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H76O21/c1-21(39(61)62)22-10-12-46(5)28(45(22,4)11-7-15-49)9-8-23-24-16-44(2,3)13-14-48(24,29(52)17-47(23,46)6)43(63)69-42-37(60)38(68-41-36(59)34(57)31(54)26(19-51)66-41)32(55)27(67-42)20-64-40-35(58)33(56)30(53)25(18-50)65-40/h8,22,24-38,40-42,49-60H,1,7,9-20H2,2-6H3,(H,61,62)/t22-,24-,25+,26+,27+,28+,29+,30+,31+,32+,33-,34-,35+,36+,37+,38-,40+,41-,42-,45+,46+,47+,48+/m0/s1
InChI Key WQTDUOHTGZBHNH-LKPRAMNDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H76O21
Molecular Weight 989.10 g/mol
Exact Mass 988.48790943 g/mol
Topological Polar Surface Area (TPSA) 353.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -1.66
H-Bond Acceptor 20
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(1S,2R,4aR,4bS,6R,6aR,10aS,12aR)-6a-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-6-hydroxy-1-(3-hydroxypropyl)-1,4a,4b,9,9-pentamethyl-3,4,5,6,7,8,10,10a,12,12a-decahydro-2H-chrysen-2-yl]prop-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7412 74.12%
Caco-2 - 0.8823 88.23%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8514 85.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7922 79.22%
OATP1B3 inhibitior - 0.4149 41.49%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.7905 79.05%
P-glycoprotein inhibitior + 0.7455 74.55%
P-glycoprotein substrate + 0.5716 57.16%
CYP3A4 substrate + 0.7264 72.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8834 88.34%
CYP3A4 inhibition - 0.7385 73.85%
CYP2C9 inhibition - 0.8388 83.88%
CYP2C19 inhibition - 0.8911 89.11%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.8860 88.60%
CYP2C8 inhibition + 0.7591 75.91%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6233 62.33%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.5687 56.87%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.7695 76.95%
Human Ether-a-go-go-Related Gene inhibition + 0.7473 74.73%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8870 88.70%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity + 0.4592 45.92%
Acute Oral Toxicity (c) III 0.8004 80.04%
Estrogen receptor binding + 0.8105 81.05%
Androgen receptor binding + 0.7410 74.10%
Thyroid receptor binding - 0.5635 56.35%
Glucocorticoid receptor binding + 0.6755 67.55%
Aromatase binding + 0.6295 62.95%
PPAR gamma + 0.7709 77.09%
Honey bee toxicity - 0.7237 72.37%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6605 66.05%
Fish aquatic toxicity + 0.9787 97.87%

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 99.07% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.85% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.03% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.92% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 88.49% 92.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.91% 95.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.82% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.63% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.10% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.06% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.83% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.21% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.13% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.29% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.05% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.62% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.84% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.35% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.23% 96.21%
CHEMBL233 P35372 Mu opioid receptor 80.97% 97.93%

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.
Saponaria officinalis

Cross-Links

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PubChem 162970525
LOTUS LTS0021925
wikiData Q105310975