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[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyloxan-3-yl] (E)-3-(3,4-dimethoxyphenyl)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 9935bcc6-d880-4062-bcb7-13d23d83e476
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyloxan-3-yl] (E)-3-(3,4-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O)OC(=O)C=CC6=CC(=C(C=C6)OC)OC
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)OC(=O)/C=C/C6=CC(=C(C=C6)OC)OC
InChI InChI=1S/C32H42O17/c1-13-26(46-19(35)7-5-14-4-6-16(41-2)17(10-14)42-3)23(38)25(40)30(44-13)47-27-15-8-9-43-29(20(15)32(12-34)28(27)49-32)48-31-24(39)22(37)21(36)18(11-33)45-31/h4-10,13,15,18,20-31,33-34,36-40H,11-12H2,1-3H3/b7-5+/t13-,15+,18+,20+,21+,22-,23-,24+,25+,26-,27-,28-,29-,30-,31-,32+/m0/s1
InChI Key FTSYZMGPOMMSIZ-MHPYPAAMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O17
Molecular Weight 698.70 g/mol
Exact Mass 698.24219987 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.46
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyloxan-3-yl] (E)-3-(3,4-dimethoxyphenyl)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 + 0.6256 62.56%
Caco-2 - 0.8736 87.36%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5357 53.57%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.8360 83.60%
OATP1B3 inhibitior + 0.9542 95.42%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5960 59.60%
P-glycoprotein inhibitior + 0.6561 65.61%
P-glycoprotein substrate + 0.5857 58.57%
CYP3A4 substrate + 0.6998 69.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8707 87.07%
CYP3A4 inhibition - 0.9126 91.26%
CYP2C9 inhibition - 0.8869 88.69%
CYP2C19 inhibition - 0.7856 78.56%
CYP2D6 inhibition - 0.8964 89.64%
CYP1A2 inhibition - 0.8312 83.12%
CYP2C8 inhibition + 0.7034 70.34%
CYP inhibitory promiscuity - 0.7143 71.43%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5949 59.49%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9226 92.26%
Skin irritation - 0.7890 78.90%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7826 78.26%
Micronuclear + 0.5133 51.33%
Hepatotoxicity - 0.8032 80.32%
skin sensitisation - 0.8119 81.19%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8639 86.39%
Acute Oral Toxicity (c) III 0.5253 52.53%
Estrogen receptor binding + 0.7641 76.41%
Androgen receptor binding - 0.4868 48.68%
Thyroid receptor binding + 0.5410 54.10%
Glucocorticoid receptor binding + 0.6577 65.77%
Aromatase binding + 0.5389 53.89%
PPAR gamma + 0.6977 69.77%
Honey bee toxicity - 0.7006 70.06%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.7434 74.34%

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 98.78% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.65% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.38% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.24% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.22% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.68% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.65% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.38% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.09% 97.36%
CHEMBL4208 P20618 Proteasome component C5 87.77% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.17% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.37% 96.21%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.84% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 82.99% 94.73%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 82.40% 98.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.27% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.54% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.27% 91.07%

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
Scrophularia deserti
Verbascum salviifolium

Cross-Links

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PubChem 44715827
LOTUS LTS0010986
wikiData Q105001282