PlantaeDB Logo
Login Sign-up

2-[1-[14,17-Dihydroxy-10-(hydroxymethyl)-13-methyl-1-oxo-4,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

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 a65a4f75-a0bc-4a09-9a79-65db7d2a2b9f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 2-[1-[14,17-dihydroxy-10-(hydroxymethyl)-13-methyl-1-oxo-4,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2(CCC3(C2(CCC4C3CC=C5C4(C(=O)C=CC5)CO)C)O)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2(CCC3(C2(CCC4C3CC=C5C4(C(=O)C=CC5)CO)C)O)O)C
InChI InChI=1S/C28H38O6/c1-16-14-22(34-24(31)17(16)2)18(3)27(32)12-13-28(33)21-9-8-19-6-5-7-23(30)26(19,15-29)20(21)10-11-25(27,28)4/h5,7-8,18,20-22,29,32-33H,6,9-15H2,1-4H3
InChI Key QOMRJHXKICWZCY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H38O6
Molecular Weight 470.60 g/mol
Exact Mass 470.26683893 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9468 94.68%
Caco-2 - 0.6246 62.46%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8044 80.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8693 86.93%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5845 58.45%
BSEP inhibitior + 0.9603 96.03%
P-glycoprotein inhibitior + 0.6281 62.81%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7103 71.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9156 91.56%
CYP3A4 inhibition - 0.6686 66.86%
CYP2C9 inhibition - 0.9338 93.38%
CYP2C19 inhibition - 0.9554 95.54%
CYP2D6 inhibition - 0.9589 95.89%
CYP1A2 inhibition - 0.8588 85.88%
CYP2C8 inhibition + 0.5535 55.35%
CYP inhibitory promiscuity - 0.9260 92.60%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6476 64.76%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9662 96.62%
Skin irritation + 0.6323 63.23%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7077 70.77%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5217 52.17%
skin sensitisation - 0.9224 92.24%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.7154 71.54%
Acute Oral Toxicity (c) III 0.6440 64.40%
Estrogen receptor binding + 0.8822 88.22%
Androgen receptor binding + 0.7638 76.38%
Thyroid receptor binding + 0.6170 61.70%
Glucocorticoid receptor binding + 0.8008 80.08%
Aromatase binding + 0.7329 73.29%
PPAR gamma + 0.5861 58.61%
Honey bee toxicity - 0.8318 83.18%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5107 51.07%
Fish aquatic toxicity + 0.9675 96.75%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.47% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 93.96% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.22% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.03% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.39% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.79% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.89% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.12% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.12% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.01% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.85% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.65% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 85.96% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.69% 93.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.46% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.32% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.19% 85.14%
CHEMBL220 P22303 Acetylcholinesterase 83.05% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.45% 90.71%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.43% 95.71%

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 cinerascens

Cross-Links

Top
PubChem 163048715
LOTUS LTS0107773
wikiData Q105225005