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Jiangolide

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 e0f8fdfe-e302-4a28-9a56-b174cb53050f
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1R,6S,9S,10S,14S,16R,17R,18S,19S)-9,17,18,19-tetrahydroxy-14-methyl-3,15,20-trioxatricyclo[14.3.1.06,10]icos-12-en-4-one
SMILES (Canonical) CC1C=CCC2C(CCC2O)CC(=O)OCC3C(C(C(C(O1)O3)O)O)O
SMILES (Isomeric) C[C@H]1C=CC[C@H]2[C@@H](CC[C@@H]2O)CC(=O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@H](O1)O3)O)O)O
InChI InChI=1S/C18H28O8/c1-9-3-2-4-11-10(5-6-12(11)19)7-14(20)24-8-13-15(21)16(22)17(23)18(25-9)26-13/h2-3,9-13,15-19,21-23H,4-8H2,1H3/t9-,10-,11-,12-,13+,15+,16-,17+,18+/m0/s1
InChI Key UITFAPYZAFENSO-BGEYQNLJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C18H28O8
Molecular Weight 372.40 g/mol
Exact Mass 372.17841785 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.52
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 0

Synonyms

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(1R,6S,9S,10S,14S,16R,17R,18S,19S)-9,17,18,19-tetrahydroxy-14-methyl-3,15,20-trioxatricyclo(14.3.1.06,10)icos-12-en-4-one
(1R,6S,9S,10S,14S,16R,17R,18S,19S)-9,17,18,19-tetrahydroxy-14-methyl-3,15,20-trioxatricyclo[14.3.1.06,10]icos-12-en-4-one
RefChem:150486
(1R,6S,9S,10S,12Z,14S,16R,17R,18S,19S)-9,17,18,19-tetrahydroxy-14-methyl-3,15,20-trioxatricyclo(14.3.1.06,10)icos-12-en-4-one
SCHEMBL30461796
CHEBI:208670

2D Structure

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2D Structure of Jiangolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6253 62.53%
Caco-2 - 0.7290 72.90%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7870 78.70%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8955 89.55%
OATP1B3 inhibitior + 0.9550 95.50%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.8006 80.06%
P-glycoprotein inhibitior - 0.8687 86.87%
P-glycoprotein substrate - 0.5476 54.76%
CYP3A4 substrate + 0.5986 59.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8715 87.15%
CYP3A4 inhibition - 0.9673 96.73%
CYP2C9 inhibition - 0.9670 96.70%
CYP2C19 inhibition - 0.9251 92.51%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.8379 83.79%
CYP2C8 inhibition - 0.7766 77.66%
CYP inhibitory promiscuity - 0.9872 98.72%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6709 67.09%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9712 97.12%
Skin irritation - 0.7400 74.00%
Skin corrosion - 0.9505 95.05%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3737 37.37%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5945 59.45%
skin sensitisation - 0.8875 88.75%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6746 67.46%
Acute Oral Toxicity (c) III 0.4569 45.69%
Estrogen receptor binding + 0.6669 66.69%
Androgen receptor binding - 0.5888 58.88%
Thyroid receptor binding - 0.5447 54.47%
Glucocorticoid receptor binding - 0.6244 62.44%
Aromatase binding - 0.6075 60.75%
PPAR gamma - 0.5124 51.24%
Honey bee toxicity - 0.7196 71.96%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity - 0.4084 40.84%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.02% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.73% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.11% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.67% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.60% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.71% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.52% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.75% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.96% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 83.80% 94.73%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.79% 98.46%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.77% 95.89%

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 139586943
LOTUS LTS0050059
wikiData Q77517735