PlantaeDB Logo
Login Sign-up

[5,6,14,17-tetrahydroxy-17-[1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,13-dimethyl-1-oxo-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[a]phenanthren-15-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 71270526-00af-4a3c-975f-3d9bb57aa476
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [5,6,14,17-tetrahydroxy-17-[1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,13-dimethyl-1-oxo-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[a]phenanthren-15-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2(CC(C3(C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)C)O)OC(=O)C)O)CO
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2(CC(C3(C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)C)O)OC(=O)C)O)CO
InChI InChI=1S/C30H42O10/c1-15-11-21(40-25(35)18(15)14-31)16(2)29(37)13-24(39-17(3)32)30(38)20-12-23(34)28(36)9-6-7-22(33)27(28,5)19(20)8-10-26(29,30)4/h6-7,16,19-21,23-24,31,34,36-38H,8-14H2,1-5H3
InChI Key YFXBHSNQUQNGMW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H42O10
Molecular Weight 562.60 g/mol
Exact Mass 562.27779753 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.11
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [5,6,14,17-tetrahydroxy-17-[1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,13-dimethyl-1-oxo-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[a]phenanthren-15-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8079 80.79%
Caco-2 - 0.7782 77.82%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8087 80.87%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8543 85.43%
OATP1B3 inhibitior + 0.9129 91.29%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6122 61.22%
BSEP inhibitior + 0.9123 91.23%
P-glycoprotein inhibitior + 0.6667 66.67%
P-glycoprotein substrate + 0.6528 65.28%
CYP3A4 substrate + 0.7288 72.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9113 91.13%
CYP3A4 inhibition - 0.8174 81.74%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9251 92.51%
CYP2D6 inhibition - 0.9510 95.10%
CYP1A2 inhibition - 0.8498 84.98%
CYP2C8 inhibition + 0.6082 60.82%
CYP inhibitory promiscuity - 0.9422 94.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7293 72.93%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9354 93.54%
Skin irritation + 0.5863 58.63%
Skin corrosion - 0.9463 94.63%
Ames mutagenesis - 0.5540 55.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6515 65.15%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5254 52.54%
skin sensitisation - 0.9363 93.63%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6851 68.51%
Acute Oral Toxicity (c) I 0.4434 44.34%
Estrogen receptor binding + 0.8090 80.90%
Androgen receptor binding + 0.7654 76.54%
Thyroid receptor binding - 0.5130 51.30%
Glucocorticoid receptor binding + 0.7680 76.80%
Aromatase binding + 0.7838 78.38%
PPAR gamma + 0.6330 63.30%
Honey bee toxicity - 0.7294 72.94%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9621 96.21%

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 98.57% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.36% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 94.02% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.56% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 91.57% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.39% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.24% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.68% 90.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.77% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.61% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.53% 97.14%
CHEMBL2581 P07339 Cathepsin D 88.33% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.89% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.12% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.38% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.30% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 86.17% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 85.45% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.40% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.97% 93.04%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.58% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.72% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.77% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.82% 91.07%

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.
Physalis angulata

Cross-Links

Top
PubChem 73236267
LOTUS LTS0145074
wikiData Q105347875