PlantaeDB Logo
Login Sign-up

(3R,5S,9R,10S,12R,14R,15S,16S,18R,19R,22S,23R)-10,16,22-trihydroxy-9-methoxy-14,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-17-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 af033d85-1b9b-4fad-99fa-99906d813fbf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (3R,5S,9R,10S,12R,14R,15S,16S,18R,19R,22S,23R)-10,16,22-trihydroxy-9-methoxy-14,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-17-one
SMILES (Canonical) CC12CC3C(C=C1CCC4C2C(C(=O)C5(C4(CCC5C6=CC(=O)OC6)O)C)O)OC7C(O3)(C(CCO7)OC)O
SMILES (Isomeric) C[C@]12C[C@@H]3[C@@H](C=C1CC[C@@H]4[C@@H]2[C@@H](C(=O)[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)O[C@H]7[C@@](O3)([C@@H](CCO7)OC)O
InChI InChI=1S/C29H38O10/c1-26-12-19-18(38-25-29(34,39-19)20(35-3)7-9-36-25)11-15(26)4-5-17-22(26)23(31)24(32)27(2)16(6-8-28(17,27)33)14-10-21(30)37-13-14/h10-11,16-20,22-23,25,31,33-34H,4-9,12-13H2,1-3H3/t16-,17-,18-,19-,20-,22-,23+,25+,26+,27+,28+,29+/m1/s1
InChI Key RHIFPXLVRCEHTE-MFMSGHLVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C29H38O10
Molecular Weight 546.60 g/mol
Exact Mass 546.24649740 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 1.16
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R,5S,9R,10S,12R,14R,15S,16S,18R,19R,22S,23R)-10,16,22-trihydroxy-9-methoxy-14,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-17-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9719 97.19%
Caco-2 - 0.7872 78.72%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8669 86.69%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.8781 87.81%
OATP1B3 inhibitior + 0.9773 97.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9163 91.63%
P-glycoprotein inhibitior + 0.6409 64.09%
P-glycoprotein substrate + 0.6850 68.50%
CYP3A4 substrate + 0.7231 72.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9011 90.11%
CYP3A4 inhibition - 0.8605 86.05%
CYP2C9 inhibition - 0.9134 91.34%
CYP2C19 inhibition - 0.9401 94.01%
CYP2D6 inhibition - 0.9535 95.35%
CYP1A2 inhibition - 0.9180 91.80%
CYP2C8 inhibition + 0.6387 63.87%
CYP inhibitory promiscuity - 0.9560 95.60%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4688 46.88%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9382 93.82%
Skin irritation - 0.5345 53.45%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5632 56.32%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5012 50.12%
skin sensitisation - 0.9171 91.71%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6520 65.20%
Acute Oral Toxicity (c) I 0.7941 79.41%
Estrogen receptor binding + 0.7983 79.83%
Androgen receptor binding + 0.7934 79.34%
Thyroid receptor binding - 0.5869 58.69%
Glucocorticoid receptor binding + 0.7855 78.55%
Aromatase binding + 0.7409 74.09%
PPAR gamma + 0.5544 55.44%
Honey bee toxicity - 0.6015 60.15%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9660 96.60%

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 98.69% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.15% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.95% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.79% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 95.60% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.10% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.73% 91.11%
CHEMBL3038469 P24941 CDK2/Cyclin A 91.30% 91.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.63% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.63% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.36% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.95% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.47% 95.89%
CHEMBL1871 P10275 Androgen Receptor 88.77% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.48% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.21% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.80% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.81% 92.94%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.34% 92.88%
CHEMBL226 P30542 Adenosine A1 receptor 83.78% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.42% 89.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.16% 97.28%
CHEMBL204 P00734 Thrombin 83.01% 96.01%
CHEMBL2581 P07339 Cathepsin D 80.83% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 80.72% 92.50%

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.
There are no matching plants.

Cross-Links

Top
PubChem 14094970
LOTUS LTS0129322
wikiData Q105236393