Desacetylcinobufagin

Details

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Internal ID a5dcea17-8c56-4dd2-8a38-76da9ac39831
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-5,14-dihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one
SMILES (Canonical) CC12CCC(CC1CCC3C2CCC4(C35C(O5)C(C4C6=COC(=O)C=C6)O)C)O
SMILES (Isomeric) C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@]35[C@H](O5)[C@@H]([C@@H]4C6=COC(=O)C=C6)O)C)O
InChI InChI=1S/C24H32O5/c1-22-9-7-15(25)11-14(22)4-5-17-16(22)8-10-23(2)19(13-3-6-18(26)28-12-13)20(27)21-24(17,23)29-21/h3,6,12,14-17,19-21,25,27H,4-5,7-11H2,1-2H3/t14-,15+,16+,17-,19+,20-,21-,22+,23-,24-/m1/s1
InChI Key IXZHDDUFQVXHIL-UOAIQHMYSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O5
Molecular Weight 400.50 g/mol
Exact Mass 400.22497412 g/mol
Topological Polar Surface Area (TPSA) 79.30 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.23
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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4026-95-3
Deacetylcinobufagin
3-beta,16-beta-Dihydroxy-14,15-beta-epoxy-5-beta-bufa-20,22-dienolide
Cinobufagin, deacetyl- (6CI)
CHEMBL465893
5-[(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-5,14-Dihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one
HY-N0881
MFCD01740865
CS-3699
MS-26814
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Desacetylcinobufagin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9713 97.13%
Caco-2 - 0.6613 66.13%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7770 77.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8075 80.75%
OATP1B3 inhibitior + 0.7998 79.98%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8608 86.08%
BSEP inhibitior + 0.6078 60.78%
P-glycoprotein inhibitior - 0.6404 64.04%
P-glycoprotein substrate - 0.7310 73.10%
CYP3A4 substrate + 0.7133 71.33%
CYP2C9 substrate - 0.6106 61.06%
CYP2D6 substrate - 0.8198 81.98%
CYP3A4 inhibition - 0.5263 52.63%
CYP2C9 inhibition - 0.8621 86.21%
CYP2C19 inhibition - 0.8661 86.61%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.6892 68.92%
CYP2C8 inhibition + 0.5289 52.89%
CYP inhibitory promiscuity - 0.9562 95.62%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5037 50.37%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9806 98.06%
Skin irritation - 0.6055 60.55%
Skin corrosion - 0.9078 90.78%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3945 39.45%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5387 53.87%
skin sensitisation - 0.8777 87.77%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.4596 45.96%
Acute Oral Toxicity (c) I 0.4344 43.44%
Estrogen receptor binding + 0.8643 86.43%
Androgen receptor binding + 0.7790 77.90%
Thyroid receptor binding + 0.6259 62.59%
Glucocorticoid receptor binding + 0.7704 77.04%
Aromatase binding + 0.7612 76.12%
PPAR gamma + 0.7148 71.48%
Honey bee toxicity - 0.7742 77.42%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9768 97.68%

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 95.38% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.35% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.35% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.16% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.49% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.31% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.04% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.74% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.71% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 87.51% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.81% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.61% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.55% 90.71%

Plants that contains it

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Cross-Links

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PubChem 11877495
NPASS NPC185287
LOTUS LTS0098162
wikiData Q105329701