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(E,5S)-5-hydroxy-2-methyl-6-[(2S,6R)-2-[(2S,3S,4S,6R,7S,8S,9S,10S,11S)-4,6,8,10-tetrahydroxy-2-methoxy-13-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-3,7,9,11-tetramethyltridecyl]-3,6-dihydro-2H-pyran-6-yl]hex-2-enoic 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 4ecdd19a-c314-4ede-9320-a190e7608c5e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (E,5S)-5-hydroxy-2-methyl-6-[(2S,6R)-2-[(2S,3S,4S,6R,7S,8S,9S,10S,11S)-4,6,8,10-tetrahydroxy-2-methoxy-13-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-3,7,9,11-tetramethyltridecyl]-3,6-dihydro-2H-pyran-6-yl]hex-2-enoic acid
SMILES (Canonical) CC1CC(CC(O1)CCC(C)C(C(C)C(C(C)C(CC(C(C)C(CC2CC=CC(O2)CC(CC=C(C)C(=O)O)O)OC)O)O)O)O)OC
SMILES (Isomeric) C[C@H]1C[C@H](C[C@@H](O1)CC[C@H](C)[C@@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H]([C@H](C)[C@H](C[C@@H]2CC=C[C@H](O2)C[C@H](C/C=C(\C)/C(=O)O)O)OC)O)O)O)O)OC
InChI InChI=1S/C37H66O11/c1-21(13-15-30-18-31(45-7)16-23(3)47-30)35(41)26(6)36(42)25(5)33(40)20-32(39)24(4)34(46-8)19-29-11-9-10-28(48-29)17-27(38)14-12-22(2)37(43)44/h9-10,12,21,23-36,38-42H,11,13-20H2,1-8H3,(H,43,44)/b22-12+/t21-,23-,24-,25-,26-,27-,28-,29-,30-,31+,32-,33+,34-,35-,36-/m0/s1
InChI Key JNBQRGPGWHYMSB-HLAZJGANSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H66O11
Molecular Weight 686.90 g/mol
Exact Mass 686.46051292 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E,5S)-5-hydroxy-2-methyl-6-[(2S,6R)-2-[(2S,3S,4S,6R,7S,8S,9S,10S,11S)-4,6,8,10-tetrahydroxy-2-methoxy-13-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-3,7,9,11-tetramethyltridecyl]-3,6-dihydro-2H-pyran-6-yl]hex-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8401 84.01%
Caco-2 - 0.8671 86.71%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7503 75.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8430 84.30%
OATP1B3 inhibitior + 0.8886 88.86%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8061 80.61%
P-glycoprotein inhibitior + 0.6681 66.81%
P-glycoprotein substrate + 0.6570 65.70%
CYP3A4 substrate + 0.6979 69.79%
CYP2C9 substrate - 0.7929 79.29%
CYP2D6 substrate - 0.9000 90.00%
CYP3A4 inhibition - 0.7629 76.29%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.7480 74.80%
CYP2D6 inhibition - 0.8899 88.99%
CYP1A2 inhibition - 0.8891 88.91%
CYP2C8 inhibition + 0.5377 53.77%
CYP inhibitory promiscuity - 0.8377 83.77%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9528 95.28%
Carcinogenicity (trinary) Non-required 0.7172 71.72%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9185 91.85%
Skin irritation - 0.6946 69.46%
Skin corrosion - 0.9571 95.71%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7046 70.46%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6419 64.19%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8248 82.48%
Acute Oral Toxicity (c) III 0.4437 44.37%
Estrogen receptor binding + 0.7532 75.32%
Androgen receptor binding + 0.5519 55.19%
Thyroid receptor binding - 0.5499 54.99%
Glucocorticoid receptor binding + 0.6716 67.16%
Aromatase binding + 0.6052 60.52%
PPAR gamma + 0.6706 67.06%
Honey bee toxicity - 0.7027 70.27%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.8948 89.48%

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 97.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.24% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.37% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.17% 85.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.54% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 91.16% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 90.25% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.23% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.05% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.78% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.60% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.29% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.01% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.86% 100.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 84.57% 95.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.03% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.78% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.77% 89.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.61% 98.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.56% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 82.31% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.63% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.84% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.48% 95.56%

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.
There are no matching plants.

Cross-Links

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PubChem 23427315
LOTUS LTS0122652
wikiData Q105131801