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[5-Acetyloxy-4-hydroxy-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-methoxyphenyl)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 5e4e58cb-b110-4c2b-8d3c-e22eafea7e7d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name [5-acetyloxy-4-hydroxy-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-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C=C(C3C2C=COC3OC4C(C(C(C(O4)CO)O)O)O)CO)OC(=O)C)O)OC(=O)C=CC5=CC=C(C=C5)OC
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C=C(C3C2C=COC3OC4C(C(C(C(O4)CO)O)O)O)CO)OC(=O)C)O)OC(=O)C=CC5=CC=C(C=C5)OC
InChI InChI=1S/C33H42O16/c1-15-29(48-23(37)9-6-17-4-7-19(42-3)8-5-17)28(41)30(45-16(2)36)33(44-15)46-21-12-18(13-34)24-20(21)10-11-43-31(24)49-32-27(40)26(39)25(38)22(14-35)47-32/h4-12,15,20-22,24-35,38-41H,13-14H2,1-3H3
InChI Key WQKGKWDHSZRONT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O16
Molecular Weight 694.70 g/mol
Exact Mass 694.24728525 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -1.11
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-Acetyloxy-4-hydroxy-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-methoxyphenyl)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 + 0.5823 58.23%
Caco-2 - 0.8757 87.57%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5785 57.85%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8120 81.20%
OATP1B3 inhibitior + 0.9544 95.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8138 81.38%
P-glycoprotein inhibitior + 0.6604 66.04%
P-glycoprotein substrate + 0.5382 53.82%
CYP3A4 substrate + 0.6942 69.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8760 87.60%
CYP3A4 inhibition - 0.9001 90.01%
CYP2C9 inhibition - 0.8524 85.24%
CYP2C19 inhibition - 0.7894 78.94%
CYP2D6 inhibition - 0.9081 90.81%
CYP1A2 inhibition - 0.8970 89.70%
CYP2C8 inhibition + 0.6306 63.06%
CYP inhibitory promiscuity - 0.7116 71.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6128 61.28%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9266 92.66%
Skin irritation - 0.7933 79.33%
Skin corrosion - 0.9544 95.44%
Ames mutagenesis - 0.5991 59.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7182 71.82%
Micronuclear + 0.5033 50.33%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8389 83.89%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7289 72.89%
Acute Oral Toxicity (c) III 0.5647 56.47%
Estrogen receptor binding + 0.7646 76.46%
Androgen receptor binding + 0.6011 60.11%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6494 64.94%
Aromatase binding - 0.5475 54.75%
PPAR gamma + 0.6782 67.82%
Honey bee toxicity - 0.6873 68.73%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8124 81.24%

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 98.86% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.95% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.90% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.98% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.07% 95.56%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 91.77% 87.67%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.93% 86.92%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.96% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.72% 89.00%
CHEMBL4208 P20618 Proteasome component C5 87.30% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.62% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.05% 95.89%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.59% 81.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.11% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 84.06% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.47% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 80.61% 95.93%
CHEMBL2581 P07339 Cathepsin D 80.16% 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.
Buddleja japonica

Cross-Links

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PubChem 76516457
LOTUS LTS0158613
wikiData Q105310758