PlantaeDB Logo
Login Sign-up

[(5R,6R,8S,9S,10R,13R,14S,17S)-17-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-5,6-dihydroxy-10-methyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-13-yl]methyl 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 eaa54583-970a-46df-872e-cd71d3368545
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(5R,6R,8S,9S,10R,13R,14S,17S)-17-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-5,6-dihydroxy-10-methyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-13-yl]methyl acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)COC(=O)C)O)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@H]([C@@]5([C@@]4(C(=O)C=CC5)C)O)O)COC(=O)C)O)C
InChI InChI=1S/C30H42O8/c1-16-13-25(38-26(34)17(16)2)28(5,35)22-9-8-21-19-14-24(33)30(36)11-6-7-23(32)27(30,4)20(19)10-12-29(21,22)15-37-18(3)31/h6-7,19-22,24-25,33,35-36H,8-15H2,1-5H3/t19-,20+,21+,22-,24-,25-,27+,28-,29-,30+/m1/s1
InChI Key HMGBZXCTALYZHS-CDIHKCCFSA-N
Popularity 5 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H42O8
Molecular Weight 530.60 g/mol
Exact Mass 530.28796829 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.02
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9210 92.10%
Caco-2 - 0.7393 73.93%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8524 85.24%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8621 86.21%
OATP1B3 inhibitior + 0.9411 94.11%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6872 68.72%
BSEP inhibitior + 0.9631 96.31%
P-glycoprotein inhibitior + 0.6744 67.44%
P-glycoprotein substrate + 0.6067 60.67%
CYP3A4 substrate + 0.7433 74.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9121 91.21%
CYP3A4 inhibition - 0.8114 81.14%
CYP2C9 inhibition - 0.8858 88.58%
CYP2C19 inhibition - 0.9054 90.54%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.7683 76.83%
CYP2C8 inhibition + 0.6787 67.87%
CYP inhibitory promiscuity - 0.9494 94.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6803 68.03%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9428 94.28%
Skin irritation + 0.6458 64.58%
Skin corrosion - 0.9461 94.61%
Ames mutagenesis - 0.6507 65.07%
Human Ether-a-go-go-Related Gene inhibition + 0.6496 64.96%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5252 52.52%
skin sensitisation - 0.9271 92.71%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5856 58.56%
Acute Oral Toxicity (c) I 0.5406 54.06%
Estrogen receptor binding + 0.8335 83.35%
Androgen receptor binding + 0.7934 79.34%
Thyroid receptor binding + 0.5300 53.00%
Glucocorticoid receptor binding + 0.8111 81.11%
Aromatase binding + 0.7686 76.86%
PPAR gamma + 0.6634 66.34%
Honey bee toxicity - 0.7746 77.46%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9829 98.29%

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 98.82% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.78% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.84% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 93.27% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.57% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.25% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.60% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.41% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 90.83% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.09% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.17% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.04% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.32% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.34% 99.23%
CHEMBL2581 P07339 Cathepsin D 84.34% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.75% 96.95%
CHEMBL5028 O14672 ADAM10 82.66% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.10% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.82% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.45% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.21% 95.89%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.74% 96.39%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.68% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.29% 91.07%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.18% 90.93%

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 coztomatl

Cross-Links

Top
PubChem 11844624
LOTUS LTS0090310
wikiData Q105030482