(2Z,4E)-5-[(1R,6R)-1-hydroxy-2,6-dimethyl-4-oxo-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

Details

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Internal ID 1c1b8481-735a-44cf-b3e6-b81494c3ef48
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Abscisic acids and derivatives
IUPAC Name (2Z,4E)-5-[(1R,6R)-1-hydroxy-2,6-dimethyl-4-oxo-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid
SMILES (Canonical) CC1=CC(=O)CC(C1(C=CC(=CC(=O)O)C)O)(C)COC2C(C(C(C(O2)CO)O)O)O
SMILES (Isomeric) CC1=CC(=O)C[C@]([C@]1(/C=C/C(=C\C(=O)O)/C)O)(C)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
InChI InChI=1S/C21H30O10/c1-11(6-15(24)25)4-5-21(29)12(2)7-13(23)8-20(21,3)10-30-19-18(28)17(27)16(26)14(9-22)31-19/h4-7,14,16-19,22,26-29H,8-10H2,1-3H3,(H,24,25)/b5-4+,11-6-/t14-,16-,17+,18-,19-,20-,21-/m1/s1
InChI Key NDFUYJPVVCJYNZ-NVVPZYRWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H30O10
Molecular Weight 442.50 g/mol
Exact Mass 442.18389715 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -0.95
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2Z,4E)-5-[(1R,6R)-1-hydroxy-2,6-dimethyl-4-oxo-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7321 73.21%
Caco-2 - 0.8360 83.60%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8145 81.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8396 83.96%
OATP1B3 inhibitior + 0.9125 91.25%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6432 64.32%
P-glycoprotein inhibitior - 0.7554 75.54%
P-glycoprotein substrate - 0.7915 79.15%
CYP3A4 substrate + 0.6665 66.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8942 89.42%
CYP3A4 inhibition - 0.9120 91.20%
CYP2C9 inhibition - 0.8329 83.29%
CYP2C19 inhibition - 0.8518 85.18%
CYP2D6 inhibition - 0.9363 93.63%
CYP1A2 inhibition - 0.8707 87.07%
CYP2C8 inhibition - 0.6243 62.43%
CYP inhibitory promiscuity - 0.8508 85.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6479 64.79%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9560 95.60%
Skin irritation - 0.7876 78.76%
Skin corrosion - 0.9579 95.79%
Ames mutagenesis - 0.5779 57.79%
Human Ether-a-go-go-Related Gene inhibition - 0.6454 64.54%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.7790 77.90%
skin sensitisation - 0.8351 83.51%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.5990 59.90%
Acute Oral Toxicity (c) III 0.6652 66.52%
Estrogen receptor binding + 0.7231 72.31%
Androgen receptor binding + 0.5914 59.14%
Thyroid receptor binding + 0.5441 54.41%
Glucocorticoid receptor binding + 0.6832 68.32%
Aromatase binding + 0.6994 69.94%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7966 79.66%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.7980 79.80%

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 97.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.90% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.79% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.30% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.08% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 89.96% 94.45%
CHEMBL2581 P07339 Cathepsin D 87.73% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.62% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 85.27% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.85% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.42% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.82% 95.50%
CHEMBL1870 P28702 Retinoid X receptor beta 82.16% 95.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.49% 99.23%
CHEMBL5028 O14672 ADAM10 80.58% 97.50%
CHEMBL2061 P19793 Retinoid X receptor alpha 80.56% 91.67%

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.
Persea americana

Cross-Links

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PubChem 162918721
LOTUS LTS0139741
wikiData Q105177521