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methyl 4'-[1-[3-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyloxy]ethyl]-5'-oxo-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-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 64b73c7e-b298-4627-8111-d56d51cb644c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name methyl 4'-[1-[3-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyloxy]ethyl]-5'-oxo-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
SMILES (Canonical) CC(C1=CC2(C=CC3C2C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)OC1=O)OC(=O)C=CC5=CC(=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) CC(C1=CC2(C=CC3C2C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)OC1=O)OC(=O)C=CC5=CC(=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)O
InChI InChI=1S/C36H42O20/c1-14(51-23(40)6-4-15-3-5-20(19(39)9-15)52-34-29(45)27(43)25(41)21(11-37)53-34)17-10-36(56-32(17)48)8-7-16-18(31(47)49-2)13-50-33(24(16)36)55-35-30(46)28(44)26(42)22(12-38)54-35/h3-10,13-14,16,21-22,24-30,33-35,37-39,41-46H,11-12H2,1-2H3
InChI Key MZTHHZKTACHLMV-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H42O20
Molecular Weight 794.70 g/mol
Exact Mass 794.22694372 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -3.23
H-Bond Acceptor 20
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 4'-[1-[3-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyloxy]ethyl]-5'-oxo-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-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 + 0.7001 70.01%
Caco-2 - 0.8764 87.64%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6386 63.86%
OATP2B1 inhibitior - 0.7150 71.50%
OATP1B1 inhibitior + 0.8013 80.13%
OATP1B3 inhibitior + 0.9573 95.73%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9165 91.65%
P-glycoprotein inhibitior + 0.7092 70.92%
P-glycoprotein substrate + 0.6468 64.68%
CYP3A4 substrate + 0.7092 70.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.8662 86.62%
CYP2C9 inhibition - 0.7647 76.47%
CYP2C19 inhibition - 0.6897 68.97%
CYP2D6 inhibition - 0.9048 90.48%
CYP1A2 inhibition - 0.8504 85.04%
CYP2C8 inhibition + 0.7821 78.21%
CYP inhibitory promiscuity - 0.5782 57.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5816 58.16%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9087 90.87%
Skin irritation - 0.7867 78.67%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8128 81.28%
Micronuclear + 0.5633 56.33%
Hepatotoxicity - 0.7207 72.07%
skin sensitisation - 0.7760 77.60%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.6462 64.62%
Acute Oral Toxicity (c) III 0.5283 52.83%
Estrogen receptor binding + 0.7944 79.44%
Androgen receptor binding + 0.6728 67.28%
Thyroid receptor binding + 0.5628 56.28%
Glucocorticoid receptor binding + 0.7359 73.59%
Aromatase binding + 0.5954 59.54%
PPAR gamma + 0.7268 72.68%
Honey bee toxicity - 0.6843 68.43%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8743 87.43%

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 99.38% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.45% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.39% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.25% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.98% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.92% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.74% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.70% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 91.92% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.19% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.25% 94.45%
CHEMBL4208 P20618 Proteasome component C5 89.08% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.87% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.22% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.03% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.16% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.95% 83.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.12% 95.83%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.69% 97.14%
CHEMBL5028 O14672 ADAM10 80.64% 97.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.44% 92.88%
CHEMBL3194 P02766 Transthyretin 80.15% 90.71%

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.
Allamanda schottii

Cross-Links

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PubChem 163034052
LOTUS LTS0067901
wikiData Q105176034