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7-[[7-[[7-[[7-(Hydroxymethyl)-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-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 411a1247-32a1-4815-959a-16dd58e851a1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name 7-[[7-[[7-[[7-(hydroxymethyl)-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-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) C1C=C(C2C1C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OCC4=CCC5C4C(OC=C5C(=O)OCC6=CCC7C6C(OC=C7C(=O)OCC8=CCC9C8C(OC=C9C(=O)O)OC1C(C(C(C(O1)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)CO
SMILES (Isomeric) C1C=C(C2C1C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OCC4=CCC5C4C(OC=C5C(=O)OCC6=CCC7C6C(OC=C7C(=O)OCC8=CCC9C8C(OC=C9C(=O)O)OC1C(C(C(C(O1)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)CO
InChI InChI=1S/C64H82O37/c65-9-21-1-5-26-30(18-91-57(37(21)26)98-61-49(78)45(74)41(70)33(10-66)94-61)54(84)88-15-23-3-7-28-32(20-93-59(39(23)28)100-63-51(80)47(76)43(72)35(12-68)96-63)56(86)89-16-24-4-8-27-31(19-92-60(40(24)27)101-64-52(81)48(77)44(73)36(13-69)97-64)55(85)87-14-22-2-6-25-29(53(82)83)17-90-58(38(22)25)99-62-50(79)46(75)42(71)34(11-67)95-62/h1-4,17-20,25-28,33-52,57-81H,5-16H2,(H,82,83)
InChI Key ZZWODDCLZABTPE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C64H82O37
Molecular Weight 1443.30 g/mol
Exact Mass 1442.4534935 g/mol
Topological Polar Surface Area (TPSA) 571.00 Ų
XlogP -8.30
Atomic LogP (AlogP) -7.83
H-Bond Acceptor 36
H-Bond Donor 18
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[[7-[[7-[[7-(Hydroxymethyl)-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-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 - 0.5841 58.41%
Caco-2 - 0.8580 85.80%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7631 76.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7763 77.63%
OATP1B3 inhibitior + 0.9630 96.30%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9299 92.99%
P-glycoprotein inhibitior + 0.7415 74.15%
P-glycoprotein substrate - 0.8363 83.63%
CYP3A4 substrate + 0.5967 59.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8747 87.47%
CYP3A4 inhibition - 0.9218 92.18%
CYP2C9 inhibition - 0.9205 92.05%
CYP2C19 inhibition - 0.8440 84.40%
CYP2D6 inhibition - 0.9173 91.73%
CYP1A2 inhibition - 0.8846 88.46%
CYP2C8 inhibition - 0.5627 56.27%
CYP inhibitory promiscuity - 0.8935 89.35%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7200 72.00%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.8968 89.68%
Skin irritation - 0.8021 80.21%
Skin corrosion - 0.9557 95.57%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7614 76.14%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8869 88.69%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.7412 74.12%
Acute Oral Toxicity (c) III 0.3675 36.75%
Estrogen receptor binding + 0.7018 70.18%
Androgen receptor binding + 0.7581 75.81%
Thyroid receptor binding + 0.6449 64.49%
Glucocorticoid receptor binding + 0.7481 74.81%
Aromatase binding + 0.6269 62.69%
PPAR gamma + 0.7911 79.11%
Honey bee toxicity - 0.7819 78.19%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7050 70.50%
Fish aquatic toxicity + 0.8766 87.66%

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 95.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.53% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.71% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.34% 99.17%
CHEMBL1811 P34995 Prostanoid EP1 receptor 85.48% 95.71%
CHEMBL5255 O00206 Toll-like receptor 4 85.10% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.03% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.69% 86.33%
CHEMBL2581 P07339 Cathepsin D 80.46% 98.95%

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 14540385
LOTUS LTS0248088
wikiData Q105387157