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[4,5-Dihydroxy-6-[[7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl]oxy]-2-methyloxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

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 f8fa1359-d4c0-4a96-b3dd-c87e3b623414
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name [4,5-dihydroxy-6-[[7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl]oxy]-2-methyloxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C=C(C3C2C=COC3OC4C(C(C(C(O4)CO)O)O)O)CO)O)O)OC(=O)C=CC5=CC=C(C=C5)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C=C(C3C2C=COC3OC4C(C(C(C(O4)CO)O)O)O)CO)O)O)OC(=O)C=CC5=CC=C(C=C5)O
InChI InChI=1S/C30H38O15/c1-13-27(44-20(34)7-4-14-2-5-16(33)6-3-14)24(37)26(39)29(41-13)42-18-10-15(11-31)21-17(18)8-9-40-28(21)45-30-25(38)23(36)22(35)19(12-32)43-30/h2-10,13,17-19,21-33,35-39H,11-12H2,1H3
InChI Key AWFOTVBMQUQAGB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O15
Molecular Weight 638.60 g/mol
Exact Mass 638.22107050 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -1.98
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4,5-Dihydroxy-6-[[7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl]oxy]-2-methyloxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6608 66.08%
Caco-2 - 0.8958 89.58%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6881 68.81%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.8053 80.53%
OATP1B3 inhibitior + 0.9687 96.87%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.4808 48.08%
P-glycoprotein substrate - 0.5128 51.28%
CYP3A4 substrate + 0.6761 67.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.9356 93.56%
CYP2C9 inhibition - 0.8553 85.53%
CYP2C19 inhibition - 0.7471 74.71%
CYP2D6 inhibition - 0.8744 87.44%
CYP1A2 inhibition - 0.8189 81.89%
CYP2C8 inhibition + 0.6808 68.08%
CYP inhibitory promiscuity + 0.5280 52.80%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6168 61.68%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9228 92.28%
Skin irritation - 0.7910 79.10%
Skin corrosion - 0.9563 95.63%
Ames mutagenesis - 0.5591 55.91%
Human Ether-a-go-go-Related Gene inhibition - 0.4216 42.16%
Micronuclear - 0.5567 55.67%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8267 82.67%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7516 75.16%
Acute Oral Toxicity (c) III 0.5473 54.73%
Estrogen receptor binding + 0.7547 75.47%
Androgen receptor binding + 0.5834 58.34%
Thyroid receptor binding - 0.5071 50.71%
Glucocorticoid receptor binding + 0.6062 60.62%
Aromatase binding - 0.4934 49.34%
PPAR gamma + 0.6183 61.83%
Honey bee toxicity - 0.7011 70.11%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5655 56.55%
Fish aquatic toxicity + 0.8225 82.25%

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 98.66% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.11% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.77% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.51% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.33% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.05% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.86% 91.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.67% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.51% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.34% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 86.21% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.53% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.75% 95.89%
CHEMBL3194 P02766 Transthyretin 83.58% 90.71%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.03% 93.10%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.00% 86.92%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.72% 88.00%
CHEMBL206 P03372 Estrogen receptor alpha 81.26% 97.64%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162945681
LOTUS LTS0197870
wikiData Q104920016