(2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-[[(1R,2R,5S,6R,9R,10S,11S,14S,15R,19S,21R)-10-(hydroxymethyl)-2,5,6,10,14,21-hexamethyl-16,22-dioxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]oxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

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Internal ID bda7502c-a359-4305-881c-72a892ec7b9d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-[[(1R,2R,5S,6R,9R,10S,11S,14S,15R,19S,21R)-10-(hydroxymethyl)-2,5,6,10,14,21-hexamethyl-16,22-dioxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]oxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC12CCC(C(C1CCC3(C2C(=O)C=C4C3(CCC5(C4CC6(CC5OC6=O)C)C)C)C)(C)CO)OC7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(C(O8)C(=O)O)O)O)O
SMILES (Isomeric) C[C@]12CC[C@@H]([C@]([C@@H]1CC[C@@]3([C@@H]2C(=O)C=C4[C@]3(CC[C@@]5([C@H]4C[C@@]6(C[C@H]5OC6=O)C)C)C)C)(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O
InChI InChI=1S/C42H60O17/c1-37-14-18-17-13-19(44)31-39(3)9-8-21(40(4,16-43)20(39)7-10-42(31,6)41(17,5)12-11-38(18,2)22(15-37)56-36(37)54)55-35-30(26(48)25(47)29(58-35)33(52)53)59-34-27(49)23(45)24(46)28(57-34)32(50)51/h13,18,20-31,34-35,43,45-49H,7-12,14-16H2,1-6H3,(H,50,51)(H,52,53)/t18-,20+,21-,22+,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35+,37+,38+,39-,40+,41+,42+/m0/s1
InChI Key BATKFWMEEIAGGW-AXDZUIGCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H60O17
Molecular Weight 836.90 g/mol
Exact Mass 836.38305044 g/mol
Topological Polar Surface Area (TPSA) 276.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 0.67
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-[[(1R,2R,5S,6R,9R,10S,11S,14S,15R,19S,21R)-10-(hydroxymethyl)-2,5,6,10,14,21-hexamethyl-16,22-dioxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]oxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxane-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 + 0.8075 80.75%
Caco-2 - 0.8831 88.31%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8366 83.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7556 75.56%
OATP1B3 inhibitior + 0.9301 93.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5271 52.71%
BSEP inhibitior + 0.6452 64.52%
P-glycoprotein inhibitior + 0.7595 75.95%
P-glycoprotein substrate - 0.5914 59.14%
CYP3A4 substrate + 0.7321 73.21%
CYP2C9 substrate - 0.8020 80.20%
CYP2D6 substrate - 0.8961 89.61%
CYP3A4 inhibition - 0.8745 87.45%
CYP2C9 inhibition - 0.8654 86.54%
CYP2C19 inhibition - 0.9163 91.63%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.8020 80.20%
CYP2C8 inhibition + 0.7122 71.22%
CYP inhibitory promiscuity - 0.9026 90.26%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4706 47.06%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9073 90.73%
Skin irritation + 0.5707 57.07%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3950 39.50%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5717 57.17%
skin sensitisation - 0.9163 91.63%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5200 52.00%
Acute Oral Toxicity (c) III 0.5907 59.07%
Estrogen receptor binding + 0.7916 79.16%
Androgen receptor binding + 0.7493 74.93%
Thyroid receptor binding - 0.7396 73.96%
Glucocorticoid receptor binding + 0.7193 71.93%
Aromatase binding + 0.6542 65.42%
PPAR gamma + 0.7804 78.04%
Honey bee toxicity - 0.7624 76.24%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9769 97.69%

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 93.97% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.91% 95.56%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 92.58% 94.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.14% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.40% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.07% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.89% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.15% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.56% 91.07%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.60% 96.38%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.98% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.56% 86.33%
CHEMBL2581 P07339 Cathepsin D 82.63% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.53% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.11% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.94% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.95% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 80.91% 90.17%

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
Mitracarpus hirtus

Cross-Links

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PubChem 102051866
NPASS NPC189796