PlantaeDB Logo
Login Sign-up

[(1S,3R,5R,6S,7S,9R,10R,11S,13S,14R,19R,21S,23S,24R,25S)-7,13,24,25-tetrahydroxy-1-methoxy-5,9,23-trimethyl-8-oxo-10-(6-oxopyran-3-yl)-2,20,22-trioxahexacyclo[19.3.1.03,19.05,17.06,14.09,13]pentacos-17-en-11-yl] acetate

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

Top
Internal ID 49c2769e-f893-4b4a-909f-6ea7735e289c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name [(1S,3R,5R,6S,7S,9R,10R,11S,13S,14R,19R,21S,23S,24R,25S)-7,13,24,25-tetrahydroxy-1-methoxy-5,9,23-trimethyl-8-oxo-10-(6-oxopyran-3-yl)-2,20,22-trioxahexacyclo[19.3.1.03,19.05,17.06,14.09,13]pentacos-17-en-11-yl] acetate
SMILES (Canonical) CC1C(C2(C(C(O1)OC3C=C4CCC5C(C4(CC3O2)C)C(C(=O)C6(C5(CC(C6C7=COC(=O)C=C7)OC(=O)C)O)C)O)O)OC)O
SMILES (Isomeric) C[C@H]1[C@H]([C@]2([C@H]([C@@H](O1)O[C@@H]3C=C4CC[C@@H]5[C@@H]([C@]4(C[C@H]3O2)C)[C@@H](C(=O)[C@]6([C@@]5(C[C@@H]([C@@H]6C7=COC(=O)C=C7)OC(=O)C)O)C)O)O)OC)O
InChI InChI=1S/C33H42O13/c1-14-26(37)33(41-5)28(39)29(43-14)45-19-10-17-7-8-18-24(30(17,3)11-20(19)46-33)25(36)27(38)31(4)23(16-6-9-22(35)42-13-16)21(44-15(2)34)12-32(18,31)40/h6,9-10,13-14,18-21,23-26,28-29,36-37,39-40H,7-8,11-12H2,1-5H3/t14-,18+,19+,20+,21-,23-,24+,25-,26+,28-,29-,30-,31-,32-,33-/m0/s1
InChI Key JEGCJQAXZZCFCS-QDWXTXCPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C33H42O13
Molecular Weight 646.70 g/mol
Exact Mass 646.26254139 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.70
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,3R,5R,6S,7S,9R,10R,11S,13S,14R,19R,21S,23S,24R,25S)-7,13,24,25-tetrahydroxy-1-methoxy-5,9,23-trimethyl-8-oxo-10-(6-oxopyran-3-yl)-2,20,22-trioxahexacyclo[19.3.1.03,19.05,17.06,14.09,13]pentacos-17-en-11-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9721 97.21%
Caco-2 - 0.8521 85.21%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6789 67.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8320 83.20%
OATP1B3 inhibitior + 0.9023 90.23%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior + 0.9230 92.30%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate + 0.6192 61.92%
CYP3A4 substrate + 0.7230 72.30%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition - 0.7044 70.44%
CYP2C9 inhibition - 0.8056 80.56%
CYP2C19 inhibition - 0.8416 84.16%
CYP2D6 inhibition - 0.9250 92.50%
CYP1A2 inhibition - 0.8120 81.20%
CYP2C8 inhibition + 0.7591 75.91%
CYP inhibitory promiscuity - 0.8807 88.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5155 51.55%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.6132 61.32%
Skin corrosion - 0.9265 92.65%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4057 40.57%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5226 52.26%
skin sensitisation - 0.8724 87.24%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6909 69.09%
Acute Oral Toxicity (c) II 0.5652 56.52%
Estrogen receptor binding + 0.8255 82.55%
Androgen receptor binding + 0.7579 75.79%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7599 75.99%
Aromatase binding + 0.6736 67.36%
PPAR gamma + 0.7304 73.04%
Honey bee toxicity - 0.6608 66.08%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9906 99.06%

Targets

Top

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
CHEMBL4040 P28482 MAP kinase ERK2 99.24% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.39% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.11% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.28% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.90% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.84% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.74% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.50% 94.00%
CHEMBL332 P03956 Matrix metalloproteinase-1 90.06% 94.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.82% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.31% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.26% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.22% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.32% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 83.73% 97.79%
CHEMBL2039 P27338 Monoamine oxidase B 83.46% 92.51%
CHEMBL2581 P07339 Cathepsin D 82.84% 98.95%
CHEMBL255 P29275 Adenosine A2b receptor 82.75% 98.59%
CHEMBL3820 P35557 Hexokinase type IV 82.26% 91.96%
CHEMBL259 P32245 Melanocortin receptor 4 82.07% 95.38%
CHEMBL340 P08684 Cytochrome P450 3A4 80.80% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.20% 92.94%

Plants that contains it

Top
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.
Drimia calcarata

Cross-Links

Top
PubChem 163104539
LOTUS LTS0241041
wikiData Q105126036