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2-(4-hydroxyphenyl)ethyl (1S,4aS,7R,7aS)-7-methyl-6-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-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 5ff9c09f-7e9d-4258-90b3-8a91f6a13335
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name 2-(4-hydroxyphenyl)ethyl (1S,4aS,7R,7aS)-7-methyl-6-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H40O16/c1-12-17(33)8-15-16(27(40)41-7-6-13-2-4-14(32)5-3-13)10-42-28(20(12)15)46-30-26(39)24(37)22(35)19(45-30)11-43-29-25(38)23(36)21(34)18(9-31)44-29/h2-5,10,12,15,18-26,28-32,34-39H,6-9,11H2,1H3/t12-,15+,18+,19+,20+,21-,22+,23-,24-,25+,26+,28-,29-,30-/m0/s1
InChI Key QWZAGEWLUZBSJX-ZGKCRPRGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O16
Molecular Weight 656.60 g/mol
Exact Mass 656.23163518 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -2.80
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(4-hydroxyphenyl)ethyl (1S,4aS,7R,7aS)-7-methyl-6-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-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 + 0.6367 63.67%
Caco-2 - 0.8997 89.97%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7706 77.06%
OATP2B1 inhibitior - 0.8645 86.45%
OATP1B1 inhibitior + 0.7348 73.48%
OATP1B3 inhibitior + 0.9411 94.11%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7305 73.05%
P-glycoprotein inhibitior - 0.4419 44.19%
P-glycoprotein substrate - 0.5321 53.21%
CYP3A4 substrate + 0.6757 67.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.9420 94.20%
CYP2C9 inhibition - 0.7986 79.86%
CYP2C19 inhibition - 0.7707 77.07%
CYP2D6 inhibition - 0.8831 88.31%
CYP1A2 inhibition - 0.7070 70.70%
CYP2C8 inhibition + 0.6749 67.49%
CYP inhibitory promiscuity - 0.7063 70.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6300 63.00%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9230 92.30%
Skin irritation - 0.7445 74.45%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4318 43.18%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8592 85.92%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6340 63.40%
Acute Oral Toxicity (c) III 0.5054 50.54%
Estrogen receptor binding + 0.8196 81.96%
Androgen receptor binding + 0.6717 67.17%
Thyroid receptor binding - 0.5521 55.21%
Glucocorticoid receptor binding + 0.6205 62.05%
Aromatase binding + 0.5598 55.98%
PPAR gamma + 0.6579 65.79%
Honey bee toxicity - 0.7497 74.97%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7050 70.50%
Fish aquatic toxicity + 0.8966 89.66%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.54% 98.95%
CHEMBL3437 Q16853 Amine oxidase, copper containing 94.18% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.61% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.86% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.69% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.71% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.73% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 89.73% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.16% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.28% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.08% 94.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.55% 85.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.02% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.25% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.88% 90.71%
CHEMBL4208 P20618 Proteasome component C5 80.45% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.15% 95.89%

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.
Syringa reticulata

Cross-Links

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PubChem 11039588
LOTUS LTS0063639
wikiData Q105229474