8-Hydroxy-1-(hydroxymethyl)-5,6,12,12,19-pentamethyl-23-oxo-24-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-15-ene-9-carboxylic acid

Details

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Internal ID bfc2d9ae-d0ea-4959-ab29-33d15f108568
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 8-hydroxy-1-(hydroxymethyl)-5,6,12,12,19-pentamethyl-23-oxo-24-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-15-ene-9-carboxylic acid
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C(C3(CC2O)C)(CCC5C4(CC6C(C5(C(=O)O6)CO)OC7C(C(C(C(O7)CO)O)O)O)C)C)C(=O)O)C
SMILES (Isomeric) CC1(CCC2(C(C1)C3=CCC4C(C3(CC2O)C)(CCC5C4(CC6C(C5(C(=O)O6)CO)OC7C(C(C(C(O7)CO)O)O)O)C)C)C(=O)O)C
InChI InChI=1S/C36H54O12/c1-31(2)10-11-35(29(43)44)18(12-31)17-6-7-21-32(3)13-19-27(48-28-26(42)25(41)24(40)20(15-37)46-28)36(16-38,30(45)47-19)22(32)8-9-33(21,4)34(17,5)14-23(35)39/h6,18-28,37-42H,7-16H2,1-5H3,(H,43,44)
InChI Key RZWPRKFVZJSOTK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H54O12
Molecular Weight 678.80 g/mol
Exact Mass 678.36152715 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 1.52
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-Hydroxy-1-(hydroxymethyl)-5,6,12,12,19-pentamethyl-23-oxo-24-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-15-ene-9-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8413 84.13%
Caco-2 - 0.8723 87.23%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8435 84.35%
OATP2B1 inhibitior - 0.8649 86.49%
OATP1B1 inhibitior + 0.8349 83.49%
OATP1B3 inhibitior + 0.8601 86.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5410 54.10%
P-glycoprotein inhibitior + 0.7211 72.11%
P-glycoprotein substrate - 0.6219 62.19%
CYP3A4 substrate + 0.6967 69.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8832 88.32%
CYP3A4 inhibition - 0.8370 83.70%
CYP2C9 inhibition - 0.7584 75.84%
CYP2C19 inhibition - 0.8953 89.53%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.8912 89.12%
CYP2C8 inhibition + 0.5880 58.80%
CYP inhibitory promiscuity - 0.9496 94.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5083 50.83%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9210 92.10%
Skin irritation - 0.5306 53.06%
Skin corrosion - 0.9347 93.47%
Ames mutagenesis - 0.7470 74.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6948 69.48%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7175 71.75%
skin sensitisation - 0.9015 90.15%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5802 58.02%
Acute Oral Toxicity (c) III 0.6547 65.47%
Estrogen receptor binding + 0.7090 70.90%
Androgen receptor binding + 0.7386 73.86%
Thyroid receptor binding - 0.6078 60.78%
Glucocorticoid receptor binding + 0.6236 62.36%
Aromatase binding + 0.6537 65.37%
PPAR gamma + 0.6784 67.84%
Honey bee toxicity - 0.7659 76.59%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7050 70.50%
Fish aquatic toxicity + 0.9726 97.26%

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 96.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.86% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.36% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.01% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.53% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.15% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.43% 96.61%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.55% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.09% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.48% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.01% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 84.97% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.96% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.36% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.29% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.54% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.96% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.13% 91.07%

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.
Platycodon grandiflorus

Cross-Links

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PubChem 75251610
LOTUS LTS0009320
wikiData Q105248654