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(2R,3R,4R,5S)-2-[(1R)-1-[(2R,3R,4R,5R)-5-[2-[(2S,4aS,6R,8aR)-6-[(2R,3R,4R,5R)-5-[(1R)-1-[(2R,3R,4R,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-hydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoxy]-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethoxy]-5-[(1R)-1,2-dihydroxyethyl]oxolane-3,4-diol

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 32f7c05b-49c1-4190-99a5-d42ce3aed0b1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2R,3R,4R,5S)-2-[(1R)-1-[(2R,3R,4R,5R)-5-[2-[(2S,4aS,6R,8aR)-6-[(2R,3R,4R,5R)-5-[(1R)-1-[(2R,3R,4R,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-hydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoxy]-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethoxy]-5-[(1R)-1,2-dihydroxyethyl]oxolane-3,4-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H64O22/c1-14-6-17(55-36-30(53)26(49)34(61-36)22(12-43)57-38-29(52)24(47)32(59-38)20(45)10-41)8-39(3)5-4-16(7-18(14)39)15(2)13-54-35-27(50)25(48)33(60-35)21(11-42)56-37-28(51)23(46)31(58-37)19(44)9-40/h6,16-38,40-53H,2,4-5,7-13H2,1,3H3/t16-,17-,18-,19+,20+,21+,22+,23+,24+,25+,26+,27+,28+,29+,30+,31-,32-,33-,34-,35+,36+,37+,38+,39-/m0/s1
InChI Key OCMHOIIUONBFJT-KCICVJAKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H64O22
Molecular Weight 884.90 g/mol
Exact Mass 884.38892367 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP -4.80
Atomic LogP (AlogP) -6.03
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,5S)-2-[(1R)-1-[(2R,3R,4R,5R)-5-[2-[(2S,4aS,6R,8aR)-6-[(2R,3R,4R,5R)-5-[(1R)-1-[(2R,3R,4R,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-hydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoxy]-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethoxy]-5-[(1R)-1,2-dihydroxyethyl]oxolane-3,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7472 74.72%
Caco-2 - 0.8795 87.95%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5751 57.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8839 88.39%
OATP1B3 inhibitior + 0.9428 94.28%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.7909 79.09%
P-glycoprotein inhibitior + 0.7114 71.14%
P-glycoprotein substrate + 0.5151 51.51%
CYP3A4 substrate + 0.6977 69.77%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8761 87.61%
CYP2C9 inhibition - 0.9031 90.31%
CYP2C19 inhibition - 0.8796 87.96%
CYP2D6 inhibition - 0.9170 91.70%
CYP1A2 inhibition - 0.8628 86.28%
CYP2C8 inhibition + 0.6228 62.28%
CYP inhibitory promiscuity - 0.8834 88.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5222 52.22%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9094 90.94%
Skin irritation - 0.5245 52.45%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.7137 71.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8452 84.52%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6858 68.58%
skin sensitisation - 0.8901 89.01%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6383 63.83%
Acute Oral Toxicity (c) I 0.5202 52.02%
Estrogen receptor binding + 0.7981 79.81%
Androgen receptor binding + 0.6974 69.74%
Thyroid receptor binding - 0.4897 48.97%
Glucocorticoid receptor binding + 0.6315 63.15%
Aromatase binding + 0.6456 64.56%
PPAR gamma + 0.7458 74.58%
Honey bee toxicity - 0.7639 76.39%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9689 96.89%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.75% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.04% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.30% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.56% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 94.68% 96.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.84% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.23% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.37% 86.33%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.21% 97.21%
CHEMBL2581 P07339 Cathepsin D 90.01% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.20% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.77% 97.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.82% 100.00%
CHEMBL4208 P20618 Proteasome component C5 81.92% 90.00%
CHEMBL4581 P52732 Kinesin-like protein 1 81.30% 93.18%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.00% 100.00%

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 101288439
LOTUS LTS0032076
wikiData Q105189452