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methyl (1R,3aS,7R,7aR)-4'-[(1S)-1-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyethyl]-5'-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3a,6,7,7a-tetrahydroindene-1,2'-furan]-4-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 b12d87d0-7f84-4f57-b986-f62290b3061b
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name methyl (1R,3aS,7R,7aR)-4'-[(1S)-1-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyethyl]-5'-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3a,6,7,7a-tetrahydroindene-1,2'-furan]-4-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H34O13/c1-15(41-23(34)10-5-16-3-6-17(33)7-4-16)20-13-31(44-29(20)39)12-11-18-19(28(38)40-2)8-9-21(24(18)31)42-30-27(37)26(36)25(35)22(14-32)43-30/h3-8,10-13,15,18,21-22,24-27,30,32-33,35-37H,9,14H2,1-2H3/b10-5-/t15-,18+,21+,22+,24+,25+,26-,27+,30+,31+/m0/s1
InChI Key UQODWLOBSWVVSA-BHXRQYRXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H34O13
Molecular Weight 614.60 g/mol
Exact Mass 614.19994113 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.05
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,3aS,7R,7aR)-4'-[(1S)-1-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyethyl]-5'-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3a,6,7,7a-tetrahydroindene-1,2'-furan]-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7435 74.35%
Caco-2 - 0.8845 88.45%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6948 69.48%
OATP2B1 inhibitior - 0.8565 85.65%
OATP1B1 inhibitior + 0.7930 79.30%
OATP1B3 inhibitior + 0.9478 94.78%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9252 92.52%
P-glycoprotein inhibitior + 0.6494 64.94%
P-glycoprotein substrate + 0.6232 62.32%
CYP3A4 substrate + 0.7174 71.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition - 0.8093 80.93%
CYP2C9 inhibition - 0.8087 80.87%
CYP2C19 inhibition - 0.7972 79.72%
CYP2D6 inhibition - 0.8993 89.93%
CYP1A2 inhibition - 0.8781 87.81%
CYP2C8 inhibition + 0.7746 77.46%
CYP inhibitory promiscuity - 0.6147 61.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5387 53.87%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9209 92.09%
Skin irritation - 0.7597 75.97%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6856 68.56%
Micronuclear + 0.5633 56.33%
Hepatotoxicity - 0.6457 64.57%
skin sensitisation - 0.8075 80.75%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.8191 81.91%
Acute Oral Toxicity (c) III 0.5002 50.02%
Estrogen receptor binding + 0.8047 80.47%
Androgen receptor binding + 0.7029 70.29%
Thyroid receptor binding + 0.5797 57.97%
Glucocorticoid receptor binding + 0.7688 76.88%
Aromatase binding + 0.5255 52.55%
PPAR gamma + 0.6780 67.80%
Honey bee toxicity - 0.6506 65.06%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8590 85.90%

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 99.78% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.98% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.78% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.63% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.25% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 93.89% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.52% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.39% 89.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 93.09% 89.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.90% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.43% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.37% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 90.98% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.32% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.12% 91.07%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.18% 95.83%
CHEMBL4208 P20618 Proteasome component C5 83.84% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.18% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.27% 90.71%
CHEMBL5255 O00206 Toll-like receptor 4 81.17% 92.50%
CHEMBL2996 Q05655 Protein kinase C delta 80.99% 97.79%

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.
Plumeria obtusa

Cross-Links

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PubChem 163190641
LOTUS LTS0128546
wikiData Q105277363