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Drevogenin A

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 1d06ce3e-6ab7-450c-b065-fe1c7a448372
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name [(3S,8R,9S,10R,11S,12S,13S,14S,17S)-17-acetyl-11-acetyloxy-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OC1C(C2C(CC=C3C2(CCC(C3)O)C)C4(C1(C(CC4)C(=O)C)C)O)OC(=O)C
SMILES (Isomeric) CC(C)CC(=O)O[C@@H]1[C@H]([C@H]2[C@@H](CC=C3[C@@]2(CC[C@@H](C3)O)C)[C@@]4([C@]1([C@H](CC4)C(=O)C)C)O)OC(=O)C
InChI InChI=1S/C28H42O7/c1-15(2)13-22(32)35-25-24(34-17(4)30)23-21(8-7-18-14-19(31)9-11-26(18,23)5)28(33)12-10-20(16(3)29)27(25,28)6/h7,15,19-21,23-25,31,33H,8-14H2,1-6H3/t19-,20+,21+,23+,24-,25+,26-,27-,28-/m0/s1
InChI Key VZYFPJYRFFDDKS-GJULNNQYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O7
Molecular Weight 490.60 g/mol
Exact Mass 490.29305367 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.74
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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10163-83-4
[(3S,8R,9S,10R,11S,12S,13S,14S,17S)-17-acetyl-11-acetyloxy-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] 3-methylbutanoate
11alpha-Acetoxy-3beta,14beta-dihydroxy-12beta-[(3-methyl-1-oxobutyl)oxy]pregn-5-en-20-one
14-beta-Pregn-5-en-20-one, 3-beta,11-alpha,12-beta,14-tetrahydroxy-, 11-acetate 12-isovalerate
Pregn-5-en-20-one, 11-(acetyloxy)-3,14-dihydroxy-12-(3-methyl-1-oxobutoxy)-, (3-beta,11-alpha,12-beta,14-beta)-
DTXSID80906410
AKOS040761642
F92742
11-(Acetyloxy)-3,14-dihydroxy-20-oxopregn-5-en-12-yl 3-methylbutanoate
14-Pregn-5-en-20-one, 3,11,12,14-tetrahydroxy-, 11-acetate 12-isovalerate
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Drevogenin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9919 99.19%
Caco-2 - 0.5500 55.00%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8614 86.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8777 87.77%
OATP1B3 inhibitior - 0.3542 35.42%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.8839 88.39%
P-glycoprotein inhibitior + 0.5751 57.51%
P-glycoprotein substrate + 0.6513 65.13%
CYP3A4 substrate + 0.6915 69.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8647 86.47%
CYP3A4 inhibition - 0.7586 75.86%
CYP2C9 inhibition - 0.8001 80.01%
CYP2C19 inhibition - 0.8252 82.52%
CYP2D6 inhibition - 0.9574 95.74%
CYP1A2 inhibition - 0.8607 86.07%
CYP2C8 inhibition + 0.5306 53.06%
CYP inhibitory promiscuity - 0.8937 89.37%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6597 65.97%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9388 93.88%
Skin irritation + 0.7159 71.59%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.6737 67.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5423 54.23%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5699 56.99%
skin sensitisation - 0.8284 82.84%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.4873 48.73%
Acute Oral Toxicity (c) I 0.5751 57.51%
Estrogen receptor binding + 0.7220 72.20%
Androgen receptor binding + 0.7106 71.06%
Thyroid receptor binding - 0.5111 51.11%
Glucocorticoid receptor binding + 0.7528 75.28%
Aromatase binding + 0.6024 60.24%
PPAR gamma + 0.5647 56.47%
Honey bee toxicity - 0.7602 76.02%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6305 63.05%
Fish aquatic toxicity + 0.9969 99.69%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.11% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.42% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 94.56% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.22% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.16% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.76% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.37% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.68% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.32% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.95% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.21% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.07% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.24% 91.19%
CHEMBL237 P41145 Kappa opioid receptor 82.94% 98.10%
CHEMBL5028 O14672 ADAM10 82.46% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.45% 92.50%
CHEMBL221 P23219 Cyclooxygenase-1 82.31% 90.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.83% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.81% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.17% 89.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.93% 86.33%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.35% 82.50%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 80.29% 92.95%
CHEMBL226 P30542 Adenosine A1 receptor 80.02% 95.93%

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.
Hoya carnosa

Cross-Links

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PubChem 202357
LOTUS LTS0170966
wikiData Q72470528