[5-acetyloxy-10-formyl-14-hydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 2,3,4,5-tetrahydroxyhexanoate

Details

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Internal ID 2325452f-2879-49b1-8a40-30354d1ab005
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name [5-acetyloxy-10-formyl-14-hydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 2,3,4,5-tetrahydroxyhexanoate
SMILES (Canonical) CC(C(C(C(C(=O)OC1CCC2(C3CCC4(C(CCC4(C3CCC2(C1)OC(=O)C)O)C5=COC(=O)C=C5)C)C=O)O)O)O)O
SMILES (Isomeric) CC(C(C(C(C(=O)OC1CCC2(C3CCC4(C(CCC4(C3CCC2(C1)OC(=O)C)O)C5=COC(=O)C=C5)C)C=O)O)O)O)O
InChI InChI=1S/C32H44O12/c1-17(34)25(37)26(38)27(39)28(40)43-20-6-11-30(16-33)22-7-10-29(3)21(19-4-5-24(36)42-15-19)9-13-32(29,41)23(22)8-12-31(30,14-20)44-18(2)35/h4-5,15-17,20-23,25-27,34,37-39,41H,6-14H2,1-3H3
InChI Key IDZGCABQJKWSHL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O12
Molecular Weight 620.70 g/mol
Exact Mass 620.28327683 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.12
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-acetyloxy-10-formyl-14-hydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 2,3,4,5-tetrahydroxyhexanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8715 87.15%
Caco-2 - 0.8750 87.50%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7175 71.75%
OATP2B1 inhibitior - 0.7208 72.08%
OATP1B1 inhibitior + 0.8288 82.88%
OATP1B3 inhibitior + 0.8720 87.20%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8858 88.58%
BSEP inhibitior + 0.8357 83.57%
P-glycoprotein inhibitior + 0.7009 70.09%
P-glycoprotein substrate - 0.5061 50.61%
CYP3A4 substrate + 0.7219 72.19%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.7129 71.29%
CYP2C9 inhibition - 0.9137 91.37%
CYP2C19 inhibition - 0.8754 87.54%
CYP2D6 inhibition - 0.9513 95.13%
CYP1A2 inhibition - 0.7309 73.09%
CYP2C8 inhibition + 0.6474 64.74%
CYP inhibitory promiscuity - 0.9680 96.80%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6509 65.09%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9302 93.02%
Skin irritation - 0.6123 61.23%
Skin corrosion - 0.9118 91.18%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7424 74.24%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6945 69.45%
skin sensitisation - 0.9145 91.45%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7980 79.80%
Acute Oral Toxicity (c) I 0.4617 46.17%
Estrogen receptor binding + 0.8235 82.35%
Androgen receptor binding + 0.7653 76.53%
Thyroid receptor binding - 0.5568 55.68%
Glucocorticoid receptor binding + 0.7480 74.80%
Aromatase binding + 0.6618 66.18%
PPAR gamma + 0.6704 67.04%
Honey bee toxicity - 0.7431 74.31%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9867 98.67%

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 98.75% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.11% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.26% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.61% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.65% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.64% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.00% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.99% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.24% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.16% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.10% 82.69%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 87.55% 89.67%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 87.39% 89.44%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.02% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.87% 92.62%
CHEMBL3524 P56524 Histone deacetylase 4 85.38% 92.97%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.29% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.76% 99.23%
CHEMBL4208 P20618 Proteasome component C5 83.96% 90.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.98% 92.88%
CHEMBL5028 O14672 ADAM10 82.47% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.44% 97.28%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.15% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.47% 94.00%

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.
Kalanchoe lanceolata

Cross-Links

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PubChem 180617
LOTUS LTS0124919
wikiData Q105111633