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[(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (1S,4S,4aR,7aS)-7-(hydroxymethyl)-1-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,5,7a-hexahydrocyclopenta[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 b98ef163-99df-4050-af4f-3a52e543e105
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name [(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (1S,4S,4aR,7aS)-7-(hydroxymethyl)-1-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,5,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) C1C=C(C2C1C(COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC4C5C=COC(C5C6(C4O6)CO)OC7C(C(C(C(O7)CO)O)O)O)CO
SMILES (Isomeric) C1C=C([C@@H]2[C@@H]1[C@@H](CO[C@H]2O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)O[C@H]4[C@H]5C=CO[C@H]([C@@H]5[C@@]6([C@H]4O6)CO)O[C@H]7[C@H]([C@H]([C@@H]([C@@H](O7)CO)O)O)O)CO
InChI InChI=1S/C31H44O19/c32-5-10-1-2-11-13(8-44-27(16(10)11)48-29-22(40)20(38)18(36)14(6-33)45-29)26(42)47-24-12-3-4-43-28(17(12)31(9-35)25(24)50-31)49-30-23(41)21(39)19(37)15(7-34)46-30/h1,3-4,11-25,27-30,32-41H,2,5-9H2/t11-,12-,13+,14+,15-,16+,17+,18+,19+,20-,21-,22-,23-,24-,25-,27-,28-,29-,30-,31+/m0/s1
InChI Key DEVYTDREILRHST-XCJHKWKISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O19
Molecular Weight 720.70 g/mol
Exact Mass 720.24767917 g/mol
Topological Polar Surface Area (TPSA) 297.00 Ų
XlogP -5.30
Atomic LogP (AlogP) -5.70
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (1S,4S,4aR,7aS)-7-(hydroxymethyl)-1-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,5,7a-hexahydrocyclopenta[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 - 0.4670 46.70%
Caco-2 - 0.8939 89.39%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7492 74.92%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8392 83.92%
OATP1B3 inhibitior + 0.9456 94.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7301 73.01%
P-glycoprotein inhibitior + 0.5836 58.36%
P-glycoprotein substrate - 0.5114 51.14%
CYP3A4 substrate + 0.6962 69.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition - 0.9675 96.75%
CYP2C9 inhibition - 0.9021 90.21%
CYP2C19 inhibition - 0.8177 81.77%
CYP2D6 inhibition - 0.9086 90.86%
CYP1A2 inhibition - 0.8714 87.14%
CYP2C8 inhibition + 0.5138 51.38%
CYP inhibitory promiscuity - 0.8779 87.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6804 68.04%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9168 91.68%
Skin irritation - 0.7588 75.88%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.5791 57.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7753 77.53%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7907 79.07%
skin sensitisation - 0.8278 82.78%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5895 58.95%
Acute Oral Toxicity (c) I 0.3944 39.44%
Estrogen receptor binding + 0.7736 77.36%
Androgen receptor binding + 0.6869 68.69%
Thyroid receptor binding - 0.5501 55.01%
Glucocorticoid receptor binding - 0.5979 59.79%
Aromatase binding + 0.5781 57.81%
PPAR gamma + 0.6596 65.96%
Honey bee toxicity - 0.6569 65.69%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.8292 82.92%

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 98.67% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.29% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.18% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.58% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.53% 94.45%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 90.79% 83.57%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.71% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.41% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.94% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.02% 92.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.64% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.31% 95.56%
CHEMBL2581 P07339 Cathepsin D 83.59% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.58% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.40% 94.23%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 82.21% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.02% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.10% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.04% 89.67%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.47% 98.75%

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.
Argylia radiata

Cross-Links

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PubChem 163067425
LOTUS LTS0123618
wikiData Q104977564