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bis[[(1S,6S,7S)-6-hydroxy-4-methoxycarbonyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl]methyl] 2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate

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 342e272e-776c-4cbc-99bc-9b17773128ff
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name bis[[(1S,6S,7S)-6-hydroxy-4-methoxycarbonyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl]methyl] 2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H64O26/c1-69-45(65)25-15-73-49(77-51-43(63)41(61)39(59)31(13-53)75-51)35-23(25)11-29(57)27(35)17-71-47(67)37-33(19-3-7-21(55)8-4-19)38(34(37)20-5-9-22(56)10-6-20)48(68)72-18-28-30(58)12-24-26(46(66)70-2)16-74-50(36(24)28)78-52-44(64)42(62)40(60)32(14-54)76-52/h3-10,15-16,23-24,27-44,49-64H,11-14,17-18H2,1-2H3/t23?,24?,27-,28-,29-,30-,31+,32+,33?,34?,35?,36?,37?,38?,39+,40+,41-,42-,43+,44+,49-,50-,51-,52-/m0/s1
InChI Key TWWAEKUHALZOHJ-SGYMZELBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C52H64O26
Molecular Weight 1105.00 g/mol
Exact Mass 1104.36858214 g/mol
Topological Polar Surface Area (TPSA) 403.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -3.02
H-Bond Acceptor 26
H-Bond Donor 12
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of bis[[(1S,6S,7S)-6-hydroxy-4-methoxycarbonyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl]methyl] 2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7299 72.99%
Caco-2 - 0.8648 86.48%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6938 69.38%
OATP2B1 inhibitior - 0.8635 86.35%
OATP1B1 inhibitior - 0.3436 34.36%
OATP1B3 inhibitior + 0.9662 96.62%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8132 81.32%
P-glycoprotein inhibitior + 0.7381 73.81%
P-glycoprotein substrate - 0.5247 52.47%
CYP3A4 substrate + 0.6938 69.38%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8606 86.06%
CYP3A4 inhibition - 0.7820 78.20%
CYP2C9 inhibition - 0.8785 87.85%
CYP2C19 inhibition - 0.8053 80.53%
CYP2D6 inhibition - 0.8885 88.85%
CYP1A2 inhibition - 0.8623 86.23%
CYP2C8 inhibition + 0.7043 70.43%
CYP inhibitory promiscuity - 0.8361 83.61%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6317 63.17%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.8988 89.88%
Skin irritation - 0.7953 79.53%
Skin corrosion - 0.9451 94.51%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8217 82.17%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8480 84.80%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.7627 76.27%
Acute Oral Toxicity (c) III 0.4575 45.75%
Estrogen receptor binding + 0.7618 76.18%
Androgen receptor binding + 0.7588 75.88%
Thyroid receptor binding + 0.5658 56.58%
Glucocorticoid receptor binding + 0.6704 67.04%
Aromatase binding - 0.5219 52.19%
PPAR gamma + 0.7648 76.48%
Honey bee toxicity - 0.7722 77.22%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.9670 96.70%

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 99.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.61% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 91.92% 94.73%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 89.23% 95.64%
CHEMBL226 P30542 Adenosine A1 receptor 88.49% 95.93%
CHEMBL2581 P07339 Cathepsin D 87.71% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 86.94% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.61% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.59% 86.92%
CHEMBL4208 P20618 Proteasome component C5 86.52% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.31% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.92% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.47% 96.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.26% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.91% 95.89%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.75% 93.10%
CHEMBL2996 Q05655 Protein kinase C delta 81.68% 97.79%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.83% 90.93%
CHEMBL340 P08684 Cytochrome P450 3A4 80.49% 91.19%

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.
Coelospermum balansanum

Cross-Links

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PubChem 11968370
LOTUS LTS0090173
wikiData Q105266152