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7-[[7-[[7-(Acetyloxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carbonyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carbonyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic 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 e1d7eaa6-6699-43f0-b8a4-01889076cf56
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name 7-[[7-[[7-(acetyloxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carbonyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carbonyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
SMILES (Canonical) CC(=O)OCC1=CCC2C1C(OC=C2C(=O)OCC3=CCC4C3C(OC=C4C(=O)OCC5=CCC6C5C(OC=C6C(=O)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)O)O)O
SMILES (Isomeric) CC(=O)OCC1=CCC2C1C(OC=C2C(=O)OCC3=CCC4C3C(OC=C4C(=O)OCC5=CCC6C5C(OC=C6C(=O)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)O)O)O
InChI InChI=1S/C50H64O29/c1-17(54)68-11-18-3-6-22-25(15-72-46(31(18)22)78-49-40(62)37(59)34(56)28(9-52)75-49)43(66)70-13-20-4-7-23-26(16-73-47(32(20)23)79-50-41(63)38(60)35(57)29(10-53)76-50)44(67)69-12-19-2-5-21-24(42(64)65)14-71-45(30(19)21)77-48-39(61)36(58)33(55)27(8-51)74-48/h2-4,14-16,21-23,27-41,45-53,55-63H,5-13H2,1H3,(H,64,65)
InChI Key KZAVYXPUZQXNLG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H64O29
Molecular Weight 1129.00 g/mol
Exact Mass 1128.35332600 g/mol
Topological Polar Surface Area (TPSA) 442.00 Ų
XlogP -5.90
Atomic LogP (AlogP) -5.42
H-Bond Acceptor 28
H-Bond Donor 13
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[[7-[[7-(Acetyloxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carbonyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carbonyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5886 58.86%
Caco-2 - 0.8644 86.44%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7932 79.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7462 74.62%
OATP1B3 inhibitior + 0.9612 96.12%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8953 89.53%
P-glycoprotein inhibitior + 0.7378 73.78%
P-glycoprotein substrate - 0.8001 80.01%
CYP3A4 substrate + 0.6115 61.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8876 88.76%
CYP3A4 inhibition - 0.9626 96.26%
CYP2C9 inhibition - 0.9248 92.48%
CYP2C19 inhibition - 0.8808 88.08%
CYP2D6 inhibition - 0.9211 92.11%
CYP1A2 inhibition - 0.8612 86.12%
CYP2C8 inhibition - 0.5844 58.44%
CYP inhibitory promiscuity - 0.8863 88.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7358 73.58%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.7672 76.72%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7650 76.50%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8199 81.99%
skin sensitisation - 0.8951 89.51%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.8315 83.15%
Acute Oral Toxicity (c) III 0.4211 42.11%
Estrogen receptor binding + 0.7751 77.51%
Androgen receptor binding + 0.7319 73.19%
Thyroid receptor binding + 0.6112 61.12%
Glucocorticoid receptor binding + 0.7029 70.29%
Aromatase binding + 0.5213 52.13%
PPAR gamma + 0.7762 77.62%
Honey bee toxicity - 0.7921 79.21%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7750 77.50%
Fish aquatic toxicity + 0.9366 93.66%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.61% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.08% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 88.99% 94.73%
CHEMBL2581 P07339 Cathepsin D 88.68% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.85% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.85% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.80% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 82.81% 92.50%
CHEMBL1811 P34995 Prostanoid EP1 receptor 82.64% 95.71%

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.
Eucommia ulmoides

Cross-Links

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PubChem 14540383
LOTUS LTS0234576
wikiData Q105148053