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2-[(2S,3R,4S)-2-[(2R,3S,4R,5R,6S)-6-[[(3S,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-ethenyl-5-methoxycarbonyl-3,4-dihydro-2H-pyran-4-yl]acetic 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 679ef7c1-0176-4660-8976-dacde70d2541
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name 2-[(2S,3R,4S)-2-[(2R,3S,4R,5R,6S)-6-[[(3S,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-ethenyl-5-methoxycarbonyl-3,4-dihydro-2H-pyran-4-yl]acetic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H44O20/c1-4-12-14(6-20(35)36)16(28(43)45-3)9-47-30(12)53-33-27(42)25(40)23(38)19(50-33)11-46-21-7-15-13(5-2)31(48-10-17(15)29(44)51-21)52-32-26(41)24(39)22(37)18(8-34)49-32/h4-5,9-10,12-15,18-19,21-27,30-34,37-42H,1-2,6-8,11H2,3H3,(H,35,36)/t12-,13-,14+,15+,18-,19+,21+,22-,23+,24+,25-,26-,27+,30+,31+,32+,33-/m1/s1
InChI Key ZWGHYMXWGJTBGB-JEWPTAFASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H44O20
Molecular Weight 760.70 g/mol
Exact Mass 760.24259379 g/mol
Topological Polar Surface Area (TPSA) 296.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -3.12
H-Bond Acceptor 19
H-Bond Donor 8
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(2S,3R,4S)-2-[(2R,3S,4R,5R,6S)-6-[[(3S,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-ethenyl-5-methoxycarbonyl-3,4-dihydro-2H-pyran-4-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5426 54.26%
Caco-2 - 0.8798 87.98%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6804 68.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7721 77.21%
OATP1B3 inhibitior + 0.9584 95.84%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6848 68.48%
P-glycoprotein inhibitior + 0.6724 67.24%
P-glycoprotein substrate - 0.5563 55.63%
CYP3A4 substrate + 0.6766 67.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8736 87.36%
CYP3A4 inhibition - 0.8620 86.20%
CYP2C9 inhibition - 0.9126 91.26%
CYP2C19 inhibition - 0.8551 85.51%
CYP2D6 inhibition - 0.9068 90.68%
CYP1A2 inhibition - 0.8981 89.81%
CYP2C8 inhibition + 0.6005 60.05%
CYP inhibitory promiscuity - 0.9438 94.38%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6332 63.32%
Eye corrosion - 0.9834 98.34%
Eye irritation - 0.9084 90.84%
Skin irritation - 0.7650 76.50%
Skin corrosion - 0.9376 93.76%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7528 75.28%
Micronuclear - 0.6741 67.41%
Hepatotoxicity - 0.6914 69.14%
skin sensitisation - 0.8560 85.60%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6214 62.14%
Acute Oral Toxicity (c) III 0.5474 54.74%
Estrogen receptor binding + 0.7840 78.40%
Androgen receptor binding + 0.6411 64.11%
Thyroid receptor binding - 0.5258 52.58%
Glucocorticoid receptor binding + 0.6092 60.92%
Aromatase binding + 0.5795 57.95%
PPAR gamma + 0.7111 71.11%
Honey bee toxicity - 0.7482 74.82%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.7431 74.31%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.16% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.07% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.48% 91.11%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.34% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.69% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.79% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.46% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.04% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.31% 99.23%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.30% 95.83%
CHEMBL1951 P21397 Monoamine oxidase A 85.93% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.02% 96.00%
CHEMBL5028 O14672 ADAM10 84.99% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 84.63% 94.73%
CHEMBL4208 P20618 Proteasome component C5 83.97% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.87% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 82.11% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 81.96% 92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101759403
LOTUS LTS0193707
wikiData Q105384913