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Cylindrol A3

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 dc736831-27a1-4fe1-aff6-6307e9df61c7
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzaldehydes > Hydroxybenzaldehydes
IUPAC Name [(E,2R)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] 3-methylbutanoate
SMILES (Canonical) CC1CCC(=O)C(C1(C)CC(C(=CCC2=C(C=C(C(=C2O)C=O)C)O)C)OC(=O)CC(C)C)C
SMILES (Isomeric) C[C@@H]1CCC(=O)[C@@H]([C@@]1(C)C[C@H](/C(=C/CC2=C(C=C(C(=C2O)C=O)C)O)/C)OC(=O)CC(C)C)C
InChI InChI=1S/C28H40O6/c1-16(2)12-26(32)34-25(14-28(7)19(5)9-11-23(30)20(28)6)17(3)8-10-21-24(31)13-18(4)22(15-29)27(21)33/h8,13,15-16,19-20,25,31,33H,9-12,14H2,1-7H3/b17-8+/t19-,20+,25-,28+/m1/s1
InChI Key DIYZHFWGNBYBAL-VLEPHYJKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H40O6
Molecular Weight 472.60 g/mol
Exact Mass 472.28248899 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 5.70
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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((E,2R)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-((1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl)pent-3-en-2-yl) 3-methylbutanoate
(2R,3E)-5-(3-Formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-((1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl)pent-3-en-2-yl 3-methylbutanoic acid
(2R,3E)-5-(3-Formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl 3-methylbutanoic acid
[(E,2R)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] 3-methylbutanoate
RefChem:130095
CHEBI:199091
[(E,2R)-5-(3-ormyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] 3-methylbutanoate

2D Structure

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2D Structure of Cylindrol A3

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9891 98.91%
Caco-2 - 0.5958 59.58%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8896 88.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7800 78.00%
OATP1B3 inhibitior - 0.3554 35.54%
MATE1 inhibitior - 0.5800 58.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9297 92.97%
P-glycoprotein inhibitior + 0.7806 78.06%
P-glycoprotein substrate + 0.5724 57.24%
CYP3A4 substrate + 0.6752 67.52%
CYP2C9 substrate - 0.5936 59.36%
CYP2D6 substrate - 0.8764 87.64%
CYP3A4 inhibition - 0.6969 69.69%
CYP2C9 inhibition + 0.6295 62.95%
CYP2C19 inhibition + 0.5492 54.92%
CYP2D6 inhibition - 0.9152 91.52%
CYP1A2 inhibition - 0.5172 51.72%
CYP2C8 inhibition + 0.5470 54.70%
CYP inhibitory promiscuity - 0.7341 73.41%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8705 87.05%
Carcinogenicity (trinary) Non-required 0.7087 70.87%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9261 92.61%
Skin irritation - 0.7280 72.80%
Skin corrosion - 0.9707 97.07%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4896 48.96%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5399 53.99%
skin sensitisation - 0.6529 65.29%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8017 80.17%
Acute Oral Toxicity (c) III 0.4468 44.68%
Estrogen receptor binding + 0.8390 83.90%
Androgen receptor binding + 0.6705 67.05%
Thyroid receptor binding + 0.6004 60.04%
Glucocorticoid receptor binding + 0.7889 78.89%
Aromatase binding + 0.7153 71.53%
PPAR gamma + 0.7235 72.35%
Honey bee toxicity - 0.7527 75.27%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.10% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.62% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.66% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.14% 93.40%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 91.33% 98.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.66% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.24% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.18% 99.15%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.73% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 85.99% 91.49%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.86% 91.07%
CHEMBL1929 P47989 Xanthine dehydrogenase 84.04% 96.12%
CHEMBL1937 Q92769 Histone deacetylase 2 83.71% 94.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.56% 93.03%
CHEMBL340 P08684 Cytochrome P450 3A4 83.52% 91.19%
CHEMBL4581 P52732 Kinesin-like protein 1 83.18% 93.18%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.92% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.86% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.49% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.24% 92.94%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.11% 90.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.91% 86.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.23% 96.47%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.65% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.40% 93.56%

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.
There are no matching plants.

Cross-Links

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PubChem 10528445
LOTUS LTS0114995
wikiData Q75064321