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[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-hydroxy-4,5-dimethoxyphenoxy)oxan-2-yl]methyl (2E,4E)-5-[(1S,3S,5S,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate

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 d46095cd-7bc0-495d-bb3c-b6c255634a30
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Abscisic acids and derivatives
IUPAC Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-hydroxy-4,5-dimethoxyphenoxy)oxan-2-yl]methyl (2E,4E)-5-[(1S,3S,5S,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate
SMILES (Canonical) CC(=CC(=O)OCC1C(C(C(C(O1)OC2=CC(=C(C(=C2)OC)OC)O)O)O)O)C=CC3(C4(CC(CC3(OC4)C)O)C)O
SMILES (Isomeric) C/C(=C\C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C(C(=C2)OC)OC)O)O)O)O)/C=C/[C@@]3([C@]4(C[C@@H](C[C@@]3(OC4)C)O)C)O
InChI InChI=1S/C29H40O13/c1-15(6-7-29(36)27(2)11-16(30)12-28(29,3)40-14-27)8-21(32)39-13-20-22(33)23(34)24(35)26(42-20)41-17-9-18(31)25(38-5)19(10-17)37-4/h6-10,16,20,22-24,26,30-31,33-36H,11-14H2,1-5H3/b7-6+,15-8+/t16-,20+,22+,23-,24+,26+,27-,28-,29-/m0/s1
InChI Key VIWWCFGTUPTWQL-HDAIFVQGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O13
Molecular Weight 596.60 g/mol
Exact Mass 596.24689133 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.32
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-hydroxy-4,5-dimethoxyphenoxy)oxan-2-yl]methyl (2E,4E)-5-[(1S,3S,5S,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8450 84.50%
Caco-2 - 0.8574 85.74%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6437 64.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8819 88.19%
OATP1B3 inhibitior + 0.9391 93.91%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8689 86.89%
P-glycoprotein inhibitior + 0.6724 67.24%
P-glycoprotein substrate - 0.5154 51.54%
CYP3A4 substrate + 0.7016 70.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8734 87.34%
CYP3A4 inhibition - 0.8654 86.54%
CYP2C9 inhibition - 0.8256 82.56%
CYP2C19 inhibition - 0.7662 76.62%
CYP2D6 inhibition - 0.9125 91.25%
CYP1A2 inhibition - 0.7768 77.68%
CYP2C8 inhibition + 0.7165 71.65%
CYP inhibitory promiscuity - 0.9049 90.49%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6208 62.08%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9119 91.19%
Skin irritation - 0.7287 72.87%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6703 67.03%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8313 83.13%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7957 79.57%
Acute Oral Toxicity (c) I 0.4074 40.74%
Estrogen receptor binding + 0.7639 76.39%
Androgen receptor binding + 0.6531 65.31%
Thyroid receptor binding + 0.5574 55.74%
Glucocorticoid receptor binding + 0.7537 75.37%
Aromatase binding + 0.6261 62.61%
PPAR gamma + 0.6631 66.31%
Honey bee toxicity - 0.7126 71.26%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9889 98.89%

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 99.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.30% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.34% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.58% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.81% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.51% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.39% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.19% 99.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.46% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.28% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.66% 85.14%
CHEMBL4208 P20618 Proteasome component C5 87.51% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.45% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.27% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.78% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.77% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.67% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.51% 91.19%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.16% 94.80%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.30% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.20% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.06% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.20% 89.50%

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.
Mitrephora tomentosa

Cross-Links

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PubChem 163195526
LOTUS LTS0175040
wikiData Q105287068