17-[2,3-Dihydroxy-4-(5-methyl-6-oxo-2,3-dihydropyran-4-yl)butan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,15,16,17-decahydrocyclopenta[a]phenanthrene-6,12-dione

Details

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Internal ID dd869ca6-7774-42b2-b4ee-02847a21e9e5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 17-[2,3-dihydroxy-4-(5-methyl-6-oxo-2,3-dihydropyran-4-yl)butan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,15,16,17-decahydrocyclopenta[a]phenanthrene-6,12-dione
SMILES (Canonical) CC1=C(CCOC1=O)CC(C(C)(C2CCC3(C2(C(=O)CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O
SMILES (Isomeric) CC1=C(CCOC1=O)CC(C(C)(C2CCC3(C2(C(=O)CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O
InChI InChI=1S/C29H40O9/c1-14-15(6-8-38-25(14)35)9-24(34)28(4,36)22-5-7-29(37)17-10-19(30)18-11-20(31)21(32)13-26(18,2)16(17)12-23(33)27(22,29)3/h10,16,18,20-22,24,31-32,34,36-37H,5-9,11-13H2,1-4H3
InChI Key BAJIQQWOCGWZAY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O9
Molecular Weight 532.60 g/mol
Exact Mass 532.26723285 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP -1.00
Atomic LogP (AlogP) 1.14
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 17-[2,3-Dihydroxy-4-(5-methyl-6-oxo-2,3-dihydropyran-4-yl)butan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,15,16,17-decahydrocyclopenta[a]phenanthrene-6,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9433 94.33%
Caco-2 - 0.7634 76.34%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8600 86.00%
OATP2B1 inhibitior - 0.5686 56.86%
OATP1B1 inhibitior + 0.8771 87.71%
OATP1B3 inhibitior + 0.9424 94.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6188 61.88%
BSEP inhibitior + 0.8532 85.32%
P-glycoprotein inhibitior + 0.5747 57.47%
P-glycoprotein substrate + 0.6256 62.56%
CYP3A4 substrate + 0.7100 71.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9048 90.48%
CYP3A4 inhibition - 0.7799 77.99%
CYP2C9 inhibition - 0.9195 91.95%
CYP2C19 inhibition - 0.9235 92.35%
CYP2D6 inhibition - 0.9571 95.71%
CYP1A2 inhibition - 0.8498 84.98%
CYP2C8 inhibition + 0.6046 60.46%
CYP inhibitory promiscuity - 0.9726 97.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5966 59.66%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9262 92.62%
Skin irritation + 0.7175 71.75%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4588 45.88%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5277 52.77%
skin sensitisation - 0.9206 92.06%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7578 75.78%
Acute Oral Toxicity (c) III 0.4324 43.24%
Estrogen receptor binding + 0.7369 73.69%
Androgen receptor binding + 0.7626 76.26%
Thyroid receptor binding - 0.5207 52.07%
Glucocorticoid receptor binding + 0.7599 75.99%
Aromatase binding + 0.7409 74.09%
PPAR gamma + 0.5469 54.69%
Honey bee toxicity - 0.7966 79.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9825 98.25%

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 99.88% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.48% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.86% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.91% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.41% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.70% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.42% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.91% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.60% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.97% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.81% 92.62%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 86.81% 90.24%
CHEMBL230 P35354 Cyclooxygenase-2 85.89% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.23% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.50% 89.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.42% 85.11%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.79% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 83.34% 98.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.33% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.35% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.34% 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.
Ajuga taiwanensis

Cross-Links

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PubChem 162874142
LOTUS LTS0204084
wikiData Q104922249