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1-[6-[3-(3,4-Dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[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 32c85812-c5bf-486d-a0b6-c37ee501a299
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name 1-[6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
SMILES (Canonical) CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)OC(=O)C=CC5=CC=C(C=C5)O
SMILES (Isomeric) CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)OC(=O)C=CC5=CC=C(C=C5)O
InChI InChI=1S/C34H36O15/c1-16-24(47-27(39)11-5-17-2-7-19(35)8-3-17)13-20-21(32(43)44)14-46-33(28(16)20)49-34-31(42)30(41)29(40)25(48-34)15-45-26(38)10-6-18-4-9-22(36)23(37)12-18/h2-12,14,16,20,24-25,28-31,33-37,40-42H,13,15H2,1H3,(H,43,44)
InChI Key WUVKQNIZPPBNHK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H36O15
Molecular Weight 684.60 g/mol
Exact Mass 684.20542044 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[6-[3-(3,4-Dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[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 + 0.7831 78.31%
Caco-2 - 0.8895 88.95%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6963 69.63%
OATP2B1 inhibitior - 0.7201 72.01%
OATP1B1 inhibitior + 0.7351 73.51%
OATP1B3 inhibitior + 0.9551 95.51%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8166 81.66%
P-glycoprotein inhibitior + 0.6356 63.56%
P-glycoprotein substrate - 0.5656 56.56%
CYP3A4 substrate + 0.6742 67.42%
CYP2C9 substrate - 0.8102 81.02%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.9098 90.98%
CYP2C9 inhibition - 0.6085 60.85%
CYP2C19 inhibition - 0.6597 65.97%
CYP2D6 inhibition - 0.8773 87.73%
CYP1A2 inhibition - 0.5945 59.45%
CYP2C8 inhibition + 0.7993 79.93%
CYP inhibitory promiscuity - 0.5617 56.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6774 67.74%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9218 92.18%
Skin irritation - 0.7622 76.22%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3854 38.54%
Micronuclear - 0.5141 51.41%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8153 81.53%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.9365 93.65%
Acute Oral Toxicity (c) III 0.4419 44.19%
Estrogen receptor binding + 0.8052 80.52%
Androgen receptor binding + 0.6352 63.52%
Thyroid receptor binding + 0.5667 56.67%
Glucocorticoid receptor binding + 0.6699 66.99%
Aromatase binding - 0.5184 51.84%
PPAR gamma + 0.6886 68.86%
Honey bee toxicity - 0.7726 77.26%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9878 98.78%

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 99.40% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.19% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.94% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.31% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.81% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.55% 97.09%
CHEMBL3194 P02766 Transthyretin 93.07% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.16% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.48% 96.00%
CHEMBL4208 P20618 Proteasome component C5 90.98% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.23% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 87.72% 94.73%
CHEMBL5255 O00206 Toll-like receptor 4 87.28% 92.50%
CHEMBL2581 P07339 Cathepsin D 83.92% 98.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.80% 89.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.20% 96.95%
CHEMBL221 P23219 Cyclooxygenase-1 81.60% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 80.13% 95.93%

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.
Vitex agnus-castus

Cross-Links

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PubChem 85407906
LOTUS LTS0190650
wikiData Q105313340