PlantaeDB Logo
Login Sign-up

[17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-3-[5-hydroxy-6-(hydroxymethyl)-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-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 06a1f992-925b-4745-ad7b-edd05594bf59
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
IUPAC Name [17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-3-[5-hydroxy-6-(hydroxymethyl)-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)OC(=O)C)C)C)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)OC(=O)C)C)C)O)C
InChI InChI=1S/C48H74O21/c1-19-13-32(67-42(60)20(19)2)48(6,61)30-10-9-25-24-8-7-22-14-23(15-31(62-21(3)52)47(22,5)26(24)11-12-46(25,30)4)63-45-41(69-44-39(59)37(57)34(54)28(17-50)65-44)40(35(55)29(18-51)66-45)68-43-38(58)36(56)33(53)27(16-49)64-43/h7,23-41,43-45,49-51,53-59,61H,8-18H2,1-6H3
InChI Key VDVPFUBSIQZGHJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C48H74O21
Molecular Weight 987.10 g/mol
Exact Mass 986.47225936 g/mol
Topological Polar Surface Area (TPSA) 331.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -1.66
H-Bond Acceptor 21
H-Bond Donor 11
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-3-[5-hydroxy-6-(hydroxymethyl)-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7135 71.35%
Caco-2 - 0.8828 88.28%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8629 86.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8526 85.26%
OATP1B3 inhibitior + 0.7884 78.84%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.7966 79.66%
P-glycoprotein inhibitior + 0.7461 74.61%
P-glycoprotein substrate + 0.5867 58.67%
CYP3A4 substrate + 0.7705 77.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9029 90.29%
CYP3A4 inhibition - 0.9295 92.95%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.9385 93.85%
CYP2D6 inhibition - 0.9550 95.50%
CYP1A2 inhibition - 0.8971 89.71%
CYP2C8 inhibition + 0.7301 73.01%
CYP inhibitory promiscuity - 0.9438 94.38%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6009 60.09%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9064 90.64%
Skin irritation + 0.4910 49.10%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7816 78.16%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6798 67.98%
skin sensitisation - 0.9349 93.49%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5284 52.84%
Acute Oral Toxicity (c) III 0.5730 57.30%
Estrogen receptor binding + 0.8587 85.87%
Androgen receptor binding + 0.7634 76.34%
Thyroid receptor binding - 0.5061 50.61%
Glucocorticoid receptor binding + 0.6849 68.49%
Aromatase binding + 0.6251 62.51%
PPAR gamma + 0.7993 79.93%
Honey bee toxicity - 0.6586 65.86%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9668 96.68%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.52% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.39% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.22% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.00% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.84% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 91.90% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.12% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.02% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.86% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.42% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.34% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.17% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 88.35% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.86% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.84% 90.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.66% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.39% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.64% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 84.04% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.38% 99.23%
CHEMBL2581 P07339 Cathepsin D 83.33% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.86% 99.17%
CHEMBL5028 O14672 ADAM10 82.49% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.33% 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.
Eriolarynx australis

Cross-Links

Top
PubChem 12840582
LOTUS LTS0156387
wikiData Q105284402