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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aS,6bR,8aS,10S,11S,12aR,14bS)-11-carboxy-10-hydroxy-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl]oxy]-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-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 9c7cc70c-0a81-4538-8ff2-db13d4908ea6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aS,6bR,8aS,10S,11S,12aR,14bS)-11-carboxy-10-hydroxy-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl]oxy]-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-3,4-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H72O20/c1-19-26(50)27(51)32(56)39(63-19)67-36-31(55)29(53)34(38(59)60)66-41(36)68-35-30(54)28(52)33(37(57)58)65-40(35)64-25-12-13-45(5)22(43(25,2)3)11-14-48(8)23(45)10-9-20-21-17-46(6,42(61)62)24(49)18-44(21,4)15-16-47(20,48)7/h9-10,19,21-22,24-36,39-41,49-56H,11-18H2,1-8H3,(H,57,58)(H,59,60)(H,61,62)/t19-,21-,22-,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 ZHNIGUMWOWDNQD-POXAWHMSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H72O20
Molecular Weight 969.10 g/mol
Exact Mass 968.46169468 g/mol
Topological Polar Surface Area (TPSA) 329.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 0.81
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 9

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-[[(3S,4aR,6aS,6bR,8aS,10S,11S,12aR,14bS)-11-carboxy-10-hydroxy-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl]oxy]-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-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 + 0.8930 89.30%
Caco-2 - 0.8827 88.27%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8083 80.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8460 84.60%
OATP1B3 inhibitior - 0.2824 28.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5179 51.79%
BSEP inhibitior + 0.8022 80.22%
P-glycoprotein inhibitior + 0.7476 74.76%
P-glycoprotein substrate - 0.6034 60.34%
CYP3A4 substrate + 0.7154 71.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8873 88.73%
CYP3A4 inhibition - 0.7383 73.83%
CYP2C9 inhibition - 0.8875 88.75%
CYP2C19 inhibition - 0.9224 92.24%
CYP2D6 inhibition - 0.9442 94.42%
CYP1A2 inhibition - 0.9036 90.36%
CYP2C8 inhibition + 0.7207 72.07%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5990 59.90%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9023 90.23%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9225 92.25%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3616 36.16%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6999 69.99%
skin sensitisation - 0.8190 81.90%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7252 72.52%
Acute Oral Toxicity (c) IV 0.4944 49.44%
Estrogen receptor binding + 0.7917 79.17%
Androgen receptor binding + 0.7408 74.08%
Thyroid receptor binding - 0.5644 56.44%
Glucocorticoid receptor binding + 0.7416 74.16%
Aromatase binding + 0.6345 63.45%
PPAR gamma + 0.8052 80.52%
Honey bee toxicity - 0.6405 64.05%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9830 98.30%

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
CHEMBL221 P23219 Cyclooxygenase-1 96.45% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.77% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.93% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.48% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.58% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.74% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.02% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 86.07% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.91% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.05% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.36% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.21% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.02% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.55% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.08% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.40% 99.17%

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 yunnanensis

Cross-Links

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PubChem 162974844
LOTUS LTS0039163
wikiData Q105375868