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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 1c72f309-0291-408e-b260-a23da4f332bd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C53H86O22/c1-23-32(57)36(61)39(64)43(69-23)74-42-35(60)28(72-44-40(65)37(62)33(58)26(19-54)70-44)21-68-46(42)73-31-11-12-49(4)29(50(31,5)22-56)10-13-52(7)30(49)9-8-24-25-18-48(2,3)14-16-53(25,17-15-51(24,52)6)47(67)75-45-41(66)38(63)34(59)27(20-55)71-45/h8,23,25-46,54-66H,9-22H2,1-7H3/t23-,25-,26+,27+,28-,29+,30+,31-,32-,33+,34+,35-,36+,37-,38-,39+,40+,41+,42+,43-,44-,45-,46-,49-,50-,51+,52+,53-/m0/s1
InChI Key IHGNMWXUBOIGHD-UZBNYRFRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C53H86O22
Molecular Weight 1075.20 g/mol
Exact Mass 1074.56107437 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -1.40
H-Bond Acceptor 22
H-Bond Donor 13
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7499 74.99%
Caco-2 - 0.8855 88.55%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8758 87.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8653 86.53%
OATP1B3 inhibitior - 0.5977 59.77%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.8390 83.90%
P-glycoprotein inhibitior + 0.7481 74.81%
P-glycoprotein substrate - 0.6111 61.11%
CYP3A4 substrate + 0.7361 73.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9589 95.89%
CYP2C9 inhibition - 0.8763 87.63%
CYP2C19 inhibition - 0.9003 90.03%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8671 86.71%
CYP2C8 inhibition + 0.7185 71.85%
CYP inhibitory promiscuity - 0.9423 94.23%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6313 63.13%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9022 90.22%
Skin irritation - 0.6520 65.20%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7463 74.63%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.8387 83.87%
Acute Oral Toxicity (c) III 0.7822 78.22%
Estrogen receptor binding + 0.7899 78.99%
Androgen receptor binding + 0.7429 74.29%
Thyroid receptor binding - 0.4919 49.19%
Glucocorticoid receptor binding + 0.7573 75.73%
Aromatase binding + 0.6655 66.55%
PPAR gamma + 0.8043 80.43%
Honey bee toxicity - 0.6595 65.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 0.9603 96.03%

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 98.05% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.01% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.33% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.01% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.20% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.19% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.56% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.59% 100.00%
CHEMBL2581 P07339 Cathepsin D 85.57% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.05% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.60% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.27% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.04% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.94% 86.92%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.58% 97.33%
CHEMBL5028 O14672 ADAM10 81.39% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.28% 96.77%
CHEMBL221 P23219 Cyclooxygenase-1 81.25% 90.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.16% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.28% 95.89%

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.
Anemone coronaria

Cross-Links

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PubChem 163192012
LOTUS LTS0133805
wikiData Q105113038