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22-Acetylisocyclocitrinol A

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 c00ad729-ef31-46c1-81e0-94ae4f1f2e80
Taxonomy Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
IUPAC Name [(E,3S)-2-hydroxy-2-[(2R,5S,6S,9R,13S,15S)-15-hydroxy-5-methyl-12-oxo-6-tetracyclo[11.4.1.02,10.05,9]octadeca-1(17),10-dienyl]hex-4-en-3-yl] acetate
SMILES (Canonical) CC=CC(C(C)(C1CCC2C1(CCC3C2=CC(=O)C4CC(CC=C3C4)O)C)O)OC(=O)C
SMILES (Isomeric) C/C=C/[C@@H](C(C)([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC(=O)[C@@H]4C[C@H](CC=C3C4)O)C)O)OC(=O)C
InChI InChI=1S/C27H38O5/c1-5-6-25(32-16(2)28)27(4,31)24-10-9-22-21-15-23(30)18-13-17(7-8-19(29)14-18)20(21)11-12-26(22,24)3/h5-7,15,18-20,22,24-25,29,31H,8-14H2,1-4H3/b6-5+/t18-,19-,20+,22-,24-,25-,26-,27?/m0/s1
InChI Key IZVFLWXSSIJELF-RLEDVZOJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H38O5
Molecular Weight 442.60 g/mol
Exact Mass 442.27192431 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.28
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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[(E,3S)-2-hydroxy-2-[(2R,5S,6S,9R,13S,15S)-15-hydroxy-5-methyl-12-oxo-6-tetracyclo[11.4.1.02,10.05,9]octadeca-1(17),10-dienyl]hex-4-en-3-yl] acetate
((E,3S)-2-hydroxy-2-((2R,5S,6S,9R,13S,15S)-15-hydroxy-5-methyl-12-oxo-6-tetracyclo(11.4.1.02,10.05,9)octadeca-1(17),10-dienyl)hex-4-en-3-yl) acetate
(3S)-2-Hydroxy-2-((2R,5S,6S,9R,13S,15S)-15-hydroxy-5-methyl-12-oxotetracyclo(11.4.1.0,.0,)octadeca-1(17),10-dien-6-yl)hex-4-en-3-yl acetic acid
(3S)-2-Hydroxy-2-[(2R,5S,6S,9R,13S,15S)-15-hydroxy-5-methyl-12-oxotetracyclo[11.4.1.0,.0,]octadeca-1(17),10-dien-6-yl]hex-4-en-3-yl acetic acid
RefChem:89690
CHEBI:212847

2D Structure

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2D Structure of 22-Acetylisocyclocitrinol A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9876 98.76%
Caco-2 - 0.6215 62.15%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8344 83.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8422 84.22%
OATP1B3 inhibitior + 0.8659 86.59%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7092 70.92%
BSEP inhibitior + 0.9558 95.58%
P-glycoprotein inhibitior + 0.6316 63.16%
P-glycoprotein substrate + 0.5138 51.38%
CYP3A4 substrate + 0.7186 71.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9129 91.29%
CYP3A4 inhibition - 0.8626 86.26%
CYP2C9 inhibition - 0.6782 67.82%
CYP2C19 inhibition - 0.8018 80.18%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.6509 65.09%
CYP2C8 inhibition + 0.6152 61.52%
CYP inhibitory promiscuity - 0.9588 95.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6364 63.64%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9640 96.40%
Skin irritation + 0.6896 68.96%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4290 42.90%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.7973 79.73%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6828 68.28%
Acute Oral Toxicity (c) IV 0.5063 50.63%
Estrogen receptor binding + 0.8974 89.74%
Androgen receptor binding + 0.6809 68.09%
Thyroid receptor binding + 0.6238 62.38%
Glucocorticoid receptor binding + 0.8805 88.05%
Aromatase binding + 0.5663 56.63%
PPAR gamma + 0.6439 64.39%
Honey bee toxicity - 0.6523 65.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9931 99.31%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.89% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.44% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.01% 91.11%
CHEMBL2179 P04062 Beta-glucocerebrosidase 93.54% 85.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.50% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.73% 97.25%
CHEMBL1902 P62942 FK506-binding protein 1A 92.62% 97.05%
CHEMBL4040 P28482 MAP kinase ERK2 92.13% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.35% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.77% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.70% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.76% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.39% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.66% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.41% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.68% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.33% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.15% 85.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.75% 98.75%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.87% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.84% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.73% 95.89%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.51% 85.30%

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 139587162
LOTUS LTS0089008
wikiData Q77559447