PlantaeDB Logo
Login Sign-up

5-[1,2-dihydroxy-2-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl]-4-ethyl-3-methyloxolan-2-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 23e37f28-e30f-4a39-ba2f-bd51298f9bf7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 5-[1,2-dihydroxy-2-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl]-4-ethyl-3-methyloxolan-2-one
SMILES (Canonical) CCC1C(C(=O)OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)C
SMILES (Isomeric) CCC1C(C(=O)OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)C
InChI InChI=1S/C29H44O8/c1-6-15-14(2)25(34)37-23(15)24(33)28(5,35)22-8-10-29(36)17-11-19(30)18-12-20(31)21(32)13-26(18,3)16(17)7-9-27(22,29)4/h11,14-16,18,20-24,31-33,35-36H,6-10,12-13H2,1-5H3
InChI Key QHMFBDXCUNQLMU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H44O8
Molecular Weight 520.70 g/mol
Exact Mass 520.30361836 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.89
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 5-[1,2-dihydroxy-2-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl]-4-ethyl-3-methyloxolan-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9869 98.69%
Caco-2 - 0.6920 69.20%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7598 75.98%
OATP2B1 inhibitior - 0.5737 57.37%
OATP1B1 inhibitior + 0.8760 87.60%
OATP1B3 inhibitior + 0.9166 91.66%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6458 64.58%
P-glycoprotein inhibitior - 0.4776 47.76%
P-glycoprotein substrate + 0.5970 59.70%
CYP3A4 substrate + 0.6973 69.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9048 90.48%
CYP3A4 inhibition + 0.7985 79.85%
CYP2C9 inhibition - 0.7729 77.29%
CYP2C19 inhibition - 0.6632 66.32%
CYP2D6 inhibition - 0.9395 93.95%
CYP1A2 inhibition - 0.7626 76.26%
CYP2C8 inhibition + 0.4612 46.12%
CYP inhibitory promiscuity - 0.9154 91.54%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4357 43.57%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9376 93.76%
Skin irritation + 0.7580 75.80%
Skin corrosion - 0.9107 91.07%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4363 43.63%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5421 54.21%
skin sensitisation - 0.8707 87.07%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8712 87.12%
Acute Oral Toxicity (c) III 0.3157 31.57%
Estrogen receptor binding + 0.6789 67.89%
Androgen receptor binding + 0.7443 74.43%
Thyroid receptor binding + 0.5407 54.07%
Glucocorticoid receptor binding + 0.6782 67.82%
Aromatase binding + 0.6852 68.52%
PPAR gamma - 0.4888 48.88%
Honey bee toxicity - 0.7826 78.26%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9953 99.53%

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 99.75% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.57% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.05% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.32% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.29% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.60% 96.61%
CHEMBL2581 P07339 Cathepsin D 90.05% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.20% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.44% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.28% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.18% 95.56%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.83% 94.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.43% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.71% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.49% 91.07%
CHEMBL1871 P10275 Androgen Receptor 84.19% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.64% 95.89%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.47% 96.37%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.19% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 80.74% 90.17%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 80.64% 95.27%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.61% 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.
Ajuga reptans

Cross-Links

Top
PubChem 74932719
LOTUS LTS0204648
wikiData Q105221021