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[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-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 3b8d5ec1-152a-47f8-b95d-1c228b156c95
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C54H88O20/c1-23-32(56)35(59)38(62)44(67-23)72-42-28(22-55)70-46(40(64)37(42)61)74-48(66)54-19-17-49(4,5)21-27(54)26-11-12-30-51(8)15-14-31(50(6,7)29(51)13-16-53(30,10)52(26,9)18-20-54)71-47-41(65)43(34(58)25(3)69-47)73-45-39(63)36(60)33(57)24(2)68-45/h11,23-25,27-47,55-65H,12-22H2,1-10H3/t23-,24-,25+,27-,28+,29-,30+,31-,32-,33-,34-,35+,36+,37+,38+,39+,40+,41+,42+,43-,44-,45-,46-,47-,51-,52+,53+,54-/m0/s1
InChI Key KJLCGTGBWWOWKZ-SEUFMQDPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C54H88O20
Molecular Weight 1057.30 g/mol
Exact Mass 1056.58689519 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.05
H-Bond Acceptor 20
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,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-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 + 0.7800 78.00%
Caco-2 - 0.8798 87.98%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8614 86.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7697 76.97%
OATP1B3 inhibitior - 0.3982 39.82%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7675 76.75%
P-glycoprotein inhibitior + 0.7489 74.89%
P-glycoprotein substrate - 0.7700 77.00%
CYP3A4 substrate + 0.7174 71.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9205 92.05%
CYP2C9 inhibition - 0.8913 89.13%
CYP2C19 inhibition - 0.9171 91.71%
CYP2D6 inhibition - 0.9355 93.55%
CYP1A2 inhibition - 0.7995 79.95%
CYP2C8 inhibition + 0.6665 66.65%
CYP inhibitory promiscuity - 0.9100 91.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6034 60.34%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.5579 55.79%
Skin corrosion - 0.9493 94.93%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7042 70.42%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.9500 95.00%
skin sensitisation - 0.8790 87.90%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.9368 93.68%
Acute Oral Toxicity (c) III 0.8087 80.87%
Estrogen receptor binding + 0.7885 78.85%
Androgen receptor binding + 0.7259 72.59%
Thyroid receptor binding + 0.5314 53.14%
Glucocorticoid receptor binding + 0.7604 76.04%
Aromatase binding + 0.6563 65.63%
PPAR gamma + 0.8074 80.74%
Honey bee toxicity - 0.6654 66.54%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5095 50.95%
Fish aquatic toxicity + 0.9625 96.25%

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 98.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.82% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.20% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.35% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.94% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.77% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.96% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.78% 95.17%
CHEMBL2581 P07339 Cathepsin D 86.85% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.75% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.70% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.83% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.71% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.42% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.02% 92.50%

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.
Xerospermum noronhianum

Cross-Links

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PubChem 44541443
LOTUS LTS0267997
wikiData Q105141881