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methyl (1S,4aR,6S,7R,7aS)-6-[(E)-3-(4-acetyloxyphenyl)prop-2-enoyl]oxy-4a,7-dihydroxy-7-methyl-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-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 c472d1c5-df95-4a8f-a0dc-a166ccb3e3a6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name methyl (1S,4aR,6S,7R,7aS)-6-[(E)-3-(4-acetyloxyphenyl)prop-2-enoyl]oxy-4a,7-dihydroxy-7-methyl-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2C3C(C(CC3(C(=CO2)C(=O)OC)O)OC(=O)C=CC4=CC=C(C=C4)OC(=O)C)(C)O)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3[C@@]([C@H](C[C@@]3(C(=CO2)C(=O)OC)O)OC(=O)/C=C/C4=CC=C(C=C4)OC(=O)C)(C)O)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C36H42O19/c1-17(37)47-16-25-28(50-19(3)39)29(51-20(4)40)30(52-21(5)41)33(53-25)55-34-31-35(6,44)26(14-36(31,45)24(15-48-34)32(43)46-7)54-27(42)13-10-22-8-11-23(12-9-22)49-18(2)38/h8-13,15,25-26,28-31,33-34,44-45H,14,16H2,1-7H3/b13-10+/t25-,26+,28-,29+,30-,31-,33+,34+,35+,36+/m1/s1
InChI Key CAEQIFHUCPMGKE-BGYGKCIRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H42O19
Molecular Weight 778.70 g/mol
Exact Mass 778.23202911 g/mol
Topological Polar Surface Area (TPSA) 252.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.55
H-Bond Acceptor 19
H-Bond Donor 2
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,4aR,6S,7R,7aS)-6-[(E)-3-(4-acetyloxyphenyl)prop-2-enoyl]oxy-4a,7-dihydroxy-7-methyl-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-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 + 0.9245 92.45%
Caco-2 - 0.8582 85.82%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.5245 52.45%
OATP2B1 inhibitior + 0.5678 56.78%
OATP1B1 inhibitior + 0.8222 82.22%
OATP1B3 inhibitior + 0.8952 89.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9403 94.03%
P-glycoprotein inhibitior + 0.8202 82.02%
P-glycoprotein substrate - 0.5422 54.22%
CYP3A4 substrate + 0.7185 71.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8881 88.81%
CYP3A4 inhibition - 0.8842 88.42%
CYP2C9 inhibition - 0.8261 82.61%
CYP2C19 inhibition - 0.8810 88.10%
CYP2D6 inhibition - 0.8989 89.89%
CYP1A2 inhibition - 0.7980 79.80%
CYP2C8 inhibition + 0.7408 74.08%
CYP inhibitory promiscuity - 0.7358 73.58%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5927 59.27%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9094 90.94%
Skin irritation - 0.6843 68.43%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6652 66.52%
Micronuclear - 0.5441 54.41%
Hepatotoxicity - 0.6499 64.99%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7182 71.82%
Acute Oral Toxicity (c) I 0.5107 51.07%
Estrogen receptor binding + 0.8403 84.03%
Androgen receptor binding + 0.6945 69.45%
Thyroid receptor binding + 0.6054 60.54%
Glucocorticoid receptor binding + 0.7839 78.39%
Aromatase binding + 0.6423 64.23%
PPAR gamma + 0.7927 79.27%
Honey bee toxicity - 0.6962 69.62%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9159 91.59%

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 99.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.29% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.38% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.02% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.73% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.46% 97.09%
CHEMBL4208 P20618 Proteasome component C5 91.71% 90.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 91.01% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.00% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.98% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 86.32% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.71% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.54% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.59% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.35% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.33% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.72% 94.80%

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.
Duranta erecta

Cross-Links

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PubChem 10700414
LOTUS LTS0254642
wikiData Q104951094