PlantaeDB Logo
Login Sign-up

(2S,3S,4S,5R,6S)-6-[[(3R,4aR,6aR,6bS,8S,8aS,12aR,14aR,14bS)-8a-[(2R,3R,4R,5R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-methyl-5-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-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

Top
Internal ID 404494bb-a4c5-4ae2-bc46-63ce6add4e25
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6S)-6-[[(3R,4aR,6aR,6bS,8S,8aS,12aR,14aR,14bS)-8a-[(2R,3R,4R,5R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-methyl-5-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)O)O)O)O)C)(C)C)O)O)O)O)OC9C(C(C(CO9)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](CO[C@@H]2OC(=O)[C@@]34CCC(C[C@@H]3C5=CC[C@@H]6[C@@]7(CC[C@H](C([C@@H]7CC[C@]6([C@@]5(C[C@@H]4O)C)C)(C)C)O[C@@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O)C)(C)C)O)O)O)O)O[C@@H]9[C@H]([C@H]([C@H](CO9)O)O)O
InChI InChI=1S/C52H82O22/c1-21-38(71-42-35(61)30(56)24(53)19-67-42)34(60)37(63)43(69-21)73-40-31(57)25(54)20-68-45(40)74-46(66)52-16-15-47(2,3)17-23(52)22-9-10-27-49(6)13-12-29(70-44-36(62)32(58)33(59)39(72-44)41(64)65)48(4,5)26(49)11-14-50(27,7)51(22,8)18-28(52)55/h9,21,23-40,42-45,53-63H,10-20H2,1-8H3,(H,64,65)/t21-,23-,24+,25-,26+,27-,28+,29-,30+,31-,32+,33+,34-,35+,36-,37-,38-,39+,40-,42-,43-,44+,45-,49-,50-,51-,52+/m1/s1
InChI Key XCOCMBMWEVIXCI-AZLJUFGPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C52H82O22
Molecular Weight 1059.20 g/mol
Exact Mass 1058.52977424 g/mol
Topological Polar Surface Area (TPSA) 351.00 Ų
XlogP 1.20
Atomic LogP (AlogP) -0.67
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3S,4S,5R,6S)-6-[[(3R,4aR,6aR,6bS,8S,8aS,12aR,14aR,14bS)-8a-[(2R,3R,4R,5R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-methyl-5-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8225 82.25%
Caco-2 - 0.8830 88.30%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8714 87.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.4439 44.39%
OATP1B3 inhibitior - 0.2615 26.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.9377 93.77%
P-glycoprotein inhibitior + 0.7478 74.78%
P-glycoprotein substrate - 0.5482 54.82%
CYP3A4 substrate + 0.7357 73.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.9163 91.63%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.9253 92.53%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.7535 75.35%
CYP inhibitory promiscuity - 0.9829 98.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5774 57.74%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9012 90.12%
Skin irritation - 0.5887 58.87%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7437 74.37%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8069 80.69%
skin sensitisation - 0.8686 86.86%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9270 92.70%
Acute Oral Toxicity (c) III 0.6362 63.62%
Estrogen receptor binding + 0.8006 80.06%
Androgen receptor binding + 0.7350 73.50%
Thyroid receptor binding + 0.5392 53.92%
Glucocorticoid receptor binding + 0.7961 79.61%
Aromatase binding + 0.6488 64.88%
PPAR gamma + 0.8357 83.57%
Honey bee toxicity - 0.6777 67.77%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9756 97.56%

Targets

Top

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 96.83% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.58% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.53% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.45% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.74% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.82% 89.00%
CHEMBL5028 O14672 ADAM10 86.79% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.78% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.99% 94.45%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.58% 89.44%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.43% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.27% 91.19%

Plants that contains it

Top
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.
Codonopsis clematidea
Codonopsis lanceolata

Cross-Links

Top
PubChem 162917661
LOTUS LTS0124685
wikiData Q105325279