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(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,14b-tetramethyl-11-methylidene-8a-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-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

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Internal ID bdb88724-e9f3-45b4-8560-afaf1fc404ae
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,14b-tetramethyl-11-methylidene-8a-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-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)
SMILES (Isomeric)
InChI InChI=1S/C41H62O15/c1-19-8-13-41(36(52)56-34-30(48)27(45)26(44)22(17-42)53-34)15-14-39(4)20(21(41)16-19)6-7-24-37(2)11-10-25(38(3,18-43)23(37)9-12-40(24,39)5)54-35-31(49)28(46)29(47)32(55-35)33(50)51/h6,21-32,34-35,42-49H,1,7-18H2,2-5H3,(H,50,51)/t21-,22+,23+,24+,25-,26-,27-,28-,29-,30+,31+,32-,34-,35+,37-,38-,39+,40+,41-/m0/s1
InChI Key XZLYKCFSWUWOSX-YLEDXNLPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H62O15
Molecular Weight 794.90 g/mol
Exact Mass 794.40887127 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 0.91
H-Bond Acceptor 14
H-Bond Donor 9
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-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,14b-tetramethyl-11-methylidene-8a-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6314 63.14%
Caco-2 - 0.8816 88.16%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8473 84.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8294 82.94%
OATP1B3 inhibitior - 0.3413 34.13%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5202 52.02%
BSEP inhibitior - 0.4767 47.67%
P-glycoprotein inhibitior + 0.7361 73.61%
P-glycoprotein substrate - 0.6822 68.22%
CYP3A4 substrate + 0.7161 71.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.8534 85.34%
CYP2C9 inhibition - 0.9026 90.26%
CYP2C19 inhibition - 0.9032 90.32%
CYP2D6 inhibition - 0.9528 95.28%
CYP1A2 inhibition - 0.8659 86.59%
CYP2C8 inhibition + 0.7629 76.29%
CYP inhibitory promiscuity - 0.9612 96.12%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6367 63.67%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9088 90.88%
Skin irritation - 0.5597 55.97%
Skin corrosion - 0.9415 94.15%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7015 70.15%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7692 76.92%
Acute Oral Toxicity (c) III 0.7067 70.67%
Estrogen receptor binding + 0.7433 74.33%
Androgen receptor binding + 0.7420 74.20%
Thyroid receptor binding - 0.5739 57.39%
Glucocorticoid receptor binding + 0.6714 67.14%
Aromatase binding + 0.6201 62.01%
PPAR gamma + 0.7286 72.86%
Honey bee toxicity - 0.7266 72.66%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9808 98.08%

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 97.36% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.94% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.60% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.74% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 90.43% 98.10%
CHEMBL2581 P07339 Cathepsin D 90.36% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.31% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.92% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.05% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.74% 86.33%
CHEMBL233 P35372 Mu opioid receptor 85.76% 97.93%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.66% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.18% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.60% 99.17%
CHEMBL5028 O14672 ADAM10 84.16% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.98% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.78% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.16% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.75% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.07% 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.
Anredera baselloides

Cross-Links

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PubChem 162938051
LOTUS LTS0259203
wikiData Q105345032