PlantaeDB Logo
Login Sign-up

1-O-[17-[1-(3,4-dimethyl-5-oxo-2H-furan-2-yl)propan-2-yl]-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] 5-O-methyl 3-hydroxy-3-methylpentanedioate

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 83cebf88-bd4f-43d3-b987-715f785b4fde
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 1-O-[17-[1-(3,4-dimethyl-5-oxo-2H-furan-2-yl)propan-2-yl]-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] 5-O-methyl 3-hydroxy-3-methylpentanedioate
SMILES (Canonical) CC1=C(C(=O)OC1CC(C)C2CCC3(C2(C(CC4=C3CCC5C4(CCC(C5(C)C)OC(=O)CC(C)(CC(=O)OC)O)C)O)C)C)C
SMILES (Isomeric) CC1=C(C(=O)OC1CC(C)C2CCC3(C2(C(CC4=C3CCC5C4(CCC(C5(C)C)OC(=O)CC(C)(CC(=O)OC)O)C)O)C)C)C
InChI InChI=1S/C38H58O8/c1-21(17-27-22(2)23(3)33(42)45-27)24-13-16-37(8)25-11-12-28-34(4,5)30(46-32(41)20-35(6,43)19-31(40)44-10)14-15-36(28,7)26(25)18-29(39)38(24,37)9/h21,24,27-30,39,43H,11-20H2,1-10H3
InChI Key SKKGKBYNUUBYFX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H58O8
Molecular Weight 642.90 g/mol
Exact Mass 642.41316880 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 6.61
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 1-O-[17-[1-(3,4-dimethyl-5-oxo-2H-furan-2-yl)propan-2-yl]-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] 5-O-methyl 3-hydroxy-3-methylpentanedioate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9878 98.78%
Caco-2 - 0.8132 81.32%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7974 79.74%
OATP2B1 inhibitior - 0.5698 56.98%
OATP1B1 inhibitior + 0.7700 77.00%
OATP1B3 inhibitior + 0.9415 94.15%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9401 94.01%
P-glycoprotein inhibitior + 0.7902 79.02%
P-glycoprotein substrate + 0.6287 62.87%
CYP3A4 substrate + 0.7359 73.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9109 91.09%
CYP3A4 inhibition + 0.6273 62.73%
CYP2C9 inhibition - 0.7880 78.80%
CYP2C19 inhibition - 0.8911 89.11%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.6826 68.26%
CYP2C8 inhibition + 0.6729 67.29%
CYP inhibitory promiscuity - 0.8028 80.28%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4884 48.84%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9171 91.71%
Skin irritation + 0.5670 56.70%
Skin corrosion - 0.9318 93.18%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4530 45.30%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6200 62.00%
skin sensitisation - 0.8315 83.15%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7184 71.84%
Acute Oral Toxicity (c) I 0.6669 66.69%
Estrogen receptor binding + 0.7104 71.04%
Androgen receptor binding + 0.7511 75.11%
Thyroid receptor binding + 0.5301 53.01%
Glucocorticoid receptor binding + 0.8171 81.71%
Aromatase binding + 0.7869 78.69%
PPAR gamma + 0.6825 68.25%
Honey bee toxicity - 0.6862 68.62%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9915 99.15%

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
CHEMBL2581 P07339 Cathepsin D 97.32% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.31% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.98% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.49% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.44% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.83% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.18% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.32% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 87.70% 97.79%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.26% 96.47%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.06% 95.71%
CHEMBL5028 O14672 ADAM10 86.90% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.68% 95.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.94% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.93% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.60% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.53% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.41% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.28% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 82.47% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.91% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.44% 99.23%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.10% 95.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.79% 93.00%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.76% 97.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.74% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.54% 95.89%

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.
There are no matching plants.

Cross-Links

Top
PubChem 162815050
LOTUS LTS0158346
wikiData Q104197379