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(2S,3S,4S,5R,6R)-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-[[(1R,2R,5S,6R,9R,11S,14R,15R,19S,21R)-2,5,6,10,10,14,21-heptamethyl-22-oxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]oxy]-3,4-dihydroxyoxane-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 416574c2-0b01-4ff2-9dcc-e0a56b334917
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-[[(1R,2R,5S,6R,9R,11S,14R,15R,19S,21R)-2,5,6,10,10,14,21-heptamethyl-22-oxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]oxy]-3,4-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC9(CC8OC9=O)C)C)C)C)C)C(=O)O)O)O)C(=O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H](C4(C)C)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7C[C@@]9(C[C@H]8OC9=O)C)C)C)C)C)C(=O)O)O)O)C(=O)O)O)O)O)O)O
InChI InChI=1S/C48H72O19/c1-19-26(49)27(50)32(55)39(61-19)66-36-31(54)29(52)34(38(58)59)65-41(36)67-35-30(53)28(51)33(37(56)57)64-40(35)62-24-12-13-46(6)22(43(24,2)3)11-14-48(8)23(46)10-9-20-21-17-44(4)18-25(63-42(44)60)45(21,5)15-16-47(20,48)7/h9,19,21-36,39-41,49-55H,10-18H2,1-8H3,(H,56,57)(H,58,59)/t19-,21-,22-,23+,24-,25+,26-,27+,28-,29-,30-,31-,32+,33-,34-,35+,36+,39-,40+,41-,44+,45+,46-,47+,48+/m0/s1
InChI Key NUXMXYUOCFBORQ-WRHPCYKHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H72O19
Molecular Weight 953.10 g/mol
Exact Mass 952.46678006 g/mol
Topological Polar Surface Area (TPSA) 298.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 1.37
H-Bond Acceptor 17
H-Bond Donor 9
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)-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-[[(1R,2R,5S,6R,9R,11S,14R,15R,19S,21R)-2,5,6,10,10,14,21-heptamethyl-22-oxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]oxy]-3,4-dihydroxyoxane-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 + 0.9301 93.01%
Caco-2 - 0.8915 89.15%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8037 80.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7823 78.23%
OATP1B3 inhibitior + 0.8927 89.27%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.7314 73.14%
P-glycoprotein inhibitior + 0.7510 75.10%
P-glycoprotein substrate - 0.6500 65.00%
CYP3A4 substrate + 0.7247 72.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8843 88.43%
CYP3A4 inhibition - 0.7849 78.49%
CYP2C9 inhibition - 0.7993 79.93%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9369 93.69%
CYP1A2 inhibition - 0.7678 76.78%
CYP2C8 inhibition + 0.7070 70.70%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4756 47.56%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.5361 53.61%
Skin corrosion - 0.8984 89.84%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7068 70.68%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8164 81.64%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7877 78.77%
Acute Oral Toxicity (c) III 0.3808 38.08%
Estrogen receptor binding + 0.7972 79.72%
Androgen receptor binding + 0.7363 73.63%
Thyroid receptor binding - 0.5923 59.23%
Glucocorticoid receptor binding + 0.7467 74.67%
Aromatase binding + 0.6227 62.27%
PPAR gamma + 0.8107 81.07%
Honey bee toxicity - 0.7150 71.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9903 99.03%

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 95.88% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.90% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.61% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.22% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.17% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 88.19% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.58% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.39% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.94% 95.89%
CHEMBL2581 P07339 Cathepsin D 84.71% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.95% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.61% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.74% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.46% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.66% 95.50%

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.
Glycyrrhiza uralensis
Glycyrrhiza uralensis
Mitracarpus hirtus

Cross-Links

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PubChem 101589723
NPASS NPC55450
LOTUS LTS0199669
wikiData Q105186087