PlantaeDB Logo
Login Sign-up

(3R,5S,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-17-[(2R)-1-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]propan-2-yl]-2,3,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthrene-1,7,11-trione

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 ebf97f4a-5e91-48f3-85ed-089bc585c996
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (3R,5S,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-17-[(2R)-1-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]propan-2-yl]-2,3,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthrene-1,7,11-trione
SMILES (Canonical) CC1=CC(OC1=O)CC(C)C2CCC3(C2(CC(=O)C4=C3C(=O)CC5C4(C(=O)CC(C5(C)C)O)C)C)C
SMILES (Isomeric) CC1=C[C@H](OC1=O)C[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC(=O)C4=C3C(=O)C[C@@H]5[C@@]4(C(=O)C[C@H](C5(C)C)O)C)C)C
InChI InChI=1S/C30H40O6/c1-15(10-17-11-16(2)26(35)36-17)18-8-9-28(5)24-19(31)12-21-27(3,4)22(33)13-23(34)30(21,7)25(24)20(32)14-29(18,28)6/h11,15,17-18,21-22,33H,8-10,12-14H2,1-7H3/t15-,17-,18-,21+,22-,28+,29-,30-/m1/s1
InChI Key ZMVIZCUVIDSYNR-PNQHRLASSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H40O6
Molecular Weight 496.60 g/mol
Exact Mass 496.28248899 g/mol
Topological Polar Surface Area (TPSA) 97.70 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.53
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R,5S,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-17-[(2R)-1-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]propan-2-yl]-2,3,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthrene-1,7,11-trione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 - 0.6613 66.13%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7775 77.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8459 84.59%
OATP1B3 inhibitior + 0.9269 92.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.6500 65.00%
P-glycoprotein inhibitior + 0.7211 72.11%
P-glycoprotein substrate - 0.5311 53.11%
CYP3A4 substrate + 0.6714 67.14%
CYP2C9 substrate - 0.7957 79.57%
CYP2D6 substrate - 0.9003 90.03%
CYP3A4 inhibition - 0.5132 51.32%
CYP2C9 inhibition - 0.8815 88.15%
CYP2C19 inhibition - 0.9182 91.82%
CYP2D6 inhibition - 0.9571 95.71%
CYP1A2 inhibition - 0.7926 79.26%
CYP2C8 inhibition - 0.5889 58.89%
CYP inhibitory promiscuity - 0.8950 89.50%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5101 51.01%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9264 92.64%
Skin irritation + 0.7105 71.05%
Skin corrosion - 0.8999 89.99%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7043 70.43%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6195 61.95%
skin sensitisation - 0.7855 78.55%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.5908 59.08%
Acute Oral Toxicity (c) I 0.4462 44.62%
Estrogen receptor binding + 0.7181 71.81%
Androgen receptor binding + 0.6961 69.61%
Thyroid receptor binding + 0.6611 66.11%
Glucocorticoid receptor binding + 0.8444 84.44%
Aromatase binding + 0.7959 79.59%
PPAR gamma + 0.5778 57.78%
Honey bee toxicity - 0.7364 73.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9947 99.47%

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
CHEMBL1937 Q92769 Histone deacetylase 2 96.46% 94.75%
CHEMBL2581 P07339 Cathepsin D 94.31% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 93.42% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.84% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.28% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 90.74% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.28% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.35% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.02% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.50% 93.03%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.71% 90.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.98% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.63% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.96% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.97% 93.99%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.25% 85.11%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.10% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.05% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.38% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.28% 89.00%

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.
Abies mariesii

Cross-Links

Top
PubChem 101033266
LOTUS LTS0050423
wikiData Q105379747