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2-Butenoic acid, 2-methyl-, (5S,6S,7S,13AS)-5,6,7,13A-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-F][1,3]benzodioxol-5-YL ester, (2Z)-

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 25860f38-d9ee-4385-9d63-9394a2755fdf
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(1S,8S,9S,10S,11Z)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-2,4,6,11,13,18-hexaen-8-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2=CC(=C(C(=C2C3C(=CC(C1(C)O)C)C=C4C(=C3OC)OCO4)OC)OC)OC
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1C2=CC(=C(C(=C2[C@@H]3/C(=C\[C@@H]([C@]1(C)O)C)/C=C4C(=C3OC)OCO4)OC)OC)OC
InChI InChI=1S/C28H34O9/c1-9-14(2)27(29)37-26-17-12-18(31-5)22(32-6)25(34-8)21(17)20-16(10-15(3)28(26,4)30)11-19-23(24(20)33-7)36-13-35-19/h9-12,15,20,26,30H,13H2,1-8H3/b14-9-,16-10-/t15-,20-,26-,28-/m0/s1
InChI Key XDVOVYYAPHHHBE-YGIMCSHQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O9
Molecular Weight 514.60 g/mol
Exact Mass 514.22028266 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.43
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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2-BUTENOIC ACID, 2-METHYL-, (5S,6S,7S,13AS)-5,6,7,13A-TETRAHYDRO-6-HYDROXY-1,2,3,13-TETRAMETHOXY-6,7-DIMETHYLBENZO[3,4]CYCLOOCTA[1,2-F][1,3]BENZODIOXOL-5-YL ESTER, (2Z)-
[(1S,8S,9S,10S,11Z)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-2,4,6,11,13,18-hexaen-8-yl] (Z)-2-methylbut-2-enoate
Schizandrol-B
SCHEMBL30506598
AS-83075
FS145269
(1S,8S,9S,10S)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0(2),?.0(1)?,(1)?]nonadeca-2,4,6,11,13,18-hexaen-8-yl (2Z)-2-methylbut-2-enoate

2D Structure

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2D Structure of 2-Butenoic acid, 2-methyl-, (5S,6S,7S,13AS)-5,6,7,13A-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-F][1,3]benzodioxol-5-YL ester, (2Z)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9942 99.42%
Caco-2 + 0.6450 64.50%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7751 77.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8723 87.23%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9750 97.50%
P-glycoprotein inhibitior + 0.8693 86.93%
P-glycoprotein substrate + 0.5831 58.31%
CYP3A4 substrate + 0.6875 68.75%
CYP2C9 substrate - 0.8034 80.34%
CYP2D6 substrate - 0.8760 87.60%
CYP3A4 inhibition + 0.8735 87.35%
CYP2C9 inhibition + 0.7044 70.44%
CYP2C19 inhibition + 0.7914 79.14%
CYP2D6 inhibition - 0.5926 59.26%
CYP1A2 inhibition - 0.5733 57.33%
CYP2C8 inhibition + 0.6790 67.90%
CYP inhibitory promiscuity + 0.8231 82.31%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4619 46.19%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.8897 88.97%
Skin irritation - 0.7069 70.69%
Skin corrosion - 0.9549 95.49%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4894 48.94%
Micronuclear + 0.6974 69.74%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.6629 66.29%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.8577 85.77%
Acute Oral Toxicity (c) III 0.4059 40.59%
Estrogen receptor binding + 0.8566 85.66%
Androgen receptor binding + 0.6817 68.17%
Thyroid receptor binding + 0.6914 69.14%
Glucocorticoid receptor binding + 0.8329 83.29%
Aromatase binding + 0.5181 51.81%
PPAR gamma + 0.8217 82.17%
Honey bee toxicity - 0.6589 65.89%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9757 97.57%

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 99.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.85% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.42% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.33% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.45% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.29% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.14% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.80% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.73% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 85.18% 91.19%
CHEMBL4208 P20618 Proteasome component C5 83.99% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.75% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.94% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.77% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.46% 91.07%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.29% 89.62%

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.
Panax ginseng

Cross-Links

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PubChem 71307574
NPASS NPC183872