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[(2S,3R,4S,5S,6R)-2-[[(1S,4aR,5R,7aR)-5-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7a-dihydro-1H-cyclopenta[c]pyran-4a-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-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 94d0ca8a-6572-4f5c-979c-d45706a1da6e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-2-[[(1S,4aR,5R,7aR)-5-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7a-dihydro-1H-cyclopenta[c]pyran-4a-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=CC=C1C=CC(=O)OC2C(C(C(OC2OC34C=COC(C3C(=CC4O)CO)OC5C(C(C(C(O5)CO)O)O)O)CO)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@]34C=CO[C@H]([C@@H]3C(=C[C@H]4O)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)CO)O)O)O
InChI InChI=1S/C30H38O17/c31-10-14-9-18(35)30(7-8-42-27(20(14)30)46-28-25(41)23(39)21(37)16(11-32)43-28)47-29-26(24(40)22(38)17(12-33)44-29)45-19(36)6-3-13-1-4-15(34)5-2-13/h1-9,16-18,20-29,31-35,37-41H,10-12H2/b6-3+/t16-,17-,18-,20+,21-,22-,23+,24+,25-,26-,27+,28+,29+,30+/m1/s1
InChI Key HONPFKTXDIQEGI-NZTXADQGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O17
Molecular Weight 670.60 g/mol
Exact Mass 670.21089974 g/mol
Topological Polar Surface Area (TPSA) 275.00 Ų
XlogP -3.40
Atomic LogP (AlogP) -3.89
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-2-[[(1S,4aR,5R,7aR)-5-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7a-dihydro-1H-cyclopenta[c]pyran-4a-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-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 + 0.6418 64.18%
Caco-2 - 0.8975 89.75%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6644 66.44%
OATP2B1 inhibitior - 0.8543 85.43%
OATP1B1 inhibitior + 0.8101 81.01%
OATP1B3 inhibitior + 0.9518 95.18%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4627 46.27%
P-glycoprotein inhibitior - 0.4700 47.00%
P-glycoprotein substrate - 0.5552 55.52%
CYP3A4 substrate + 0.6798 67.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8685 86.85%
CYP3A4 inhibition - 0.9340 93.40%
CYP2C9 inhibition - 0.8426 84.26%
CYP2C19 inhibition - 0.6853 68.53%
CYP2D6 inhibition - 0.8557 85.57%
CYP1A2 inhibition - 0.8308 83.08%
CYP2C8 inhibition + 0.7761 77.61%
CYP inhibitory promiscuity - 0.6249 62.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5881 58.81%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9115 91.15%
Skin irritation - 0.7750 77.50%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.6437 64.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6639 66.39%
Micronuclear - 0.5567 55.67%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.7967 79.67%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7374 73.74%
Acute Oral Toxicity (c) III 0.4195 41.95%
Estrogen receptor binding + 0.6995 69.95%
Androgen receptor binding + 0.6751 67.51%
Thyroid receptor binding - 0.5220 52.20%
Glucocorticoid receptor binding - 0.5224 52.24%
Aromatase binding + 0.5245 52.45%
PPAR gamma + 0.7065 70.65%
Honey bee toxicity - 0.6823 68.23%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.8165 81.65%

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 99.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.44% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.20% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.36% 89.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 92.27% 89.67%
CHEMBL3194 P02766 Transthyretin 90.91% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.63% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.33% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.11% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.32% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.40% 99.17%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 84.55% 88.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.34% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.06% 91.71%
CHEMBL3401 O75469 Pregnane X receptor 83.55% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.37% 85.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.95% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.03% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.62% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.33% 97.36%

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.
Stachys byzantina

Cross-Links

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PubChem 162958981
LOTUS LTS0020018
wikiData Q105031416