PlantaeDB Logo
Login Sign-up

(3R,5S,6S,8R,10S,12R,14R,15S,17S,18S,19R,22S,23R)-5,17,22-trihydroxy-6-methoxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-16-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 76468f7d-69d4-43f2-bab0-d03e42ca471d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (3R,5S,6S,8R,10S,12R,14R,15S,17S,18S,19R,22S,23R)-5,17,22-trihydroxy-6-methoxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-16-one
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4(C5C(CCC4=CC3O2)C6(CCC(C6(C(C5=O)O)C)C7=CC(=O)OC7)O)C)O)OC
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@]4([C@@H]5[C@@H](CCC4=C[C@H]3O2)[C@]6(CC[C@@H]([C@]6([C@@H](C5=O)O)C)C7=CC(=O)OC7)O)C)O)OC
InChI InChI=1S/C30H40O10/c1-14-9-21(36-4)30(35)26(38-14)39-20-12-27(2)16(11-19(20)40-30)5-6-18-23(27)24(32)25(33)28(3)17(7-8-29(18,28)34)15-10-22(31)37-13-15/h10-11,14,17-21,23,25-26,33-35H,5-9,12-13H2,1-4H3/t14-,17-,18-,19-,20-,21+,23-,25-,26+,27+,28+,29+,30+/m1/s1
InChI Key AJIIKKISRFFIQD-LTRFCHHFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H40O10
Molecular Weight 560.60 g/mol
Exact Mass 560.26214747 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 1.55
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,6S,8R,10S,12R,14R,15S,17S,18S,19R,22S,23R)-5,17,22-trihydroxy-6-methoxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-16-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9641 96.41%
Caco-2 - 0.8110 81.10%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8389 83.89%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8619 86.19%
OATP1B3 inhibitior + 0.9798 97.98%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8114 81.14%
BSEP inhibitior + 0.8883 88.83%
P-glycoprotein inhibitior + 0.6855 68.55%
P-glycoprotein substrate + 0.7548 75.48%
CYP3A4 substrate + 0.7265 72.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9027 90.27%
CYP3A4 inhibition - 0.8524 85.24%
CYP2C9 inhibition - 0.9093 90.93%
CYP2C19 inhibition - 0.9519 95.19%
CYP2D6 inhibition - 0.9460 94.60%
CYP1A2 inhibition - 0.9335 93.35%
CYP2C8 inhibition + 0.6453 64.53%
CYP inhibitory promiscuity - 0.9278 92.78%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4522 45.22%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9388 93.88%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9320 93.20%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5224 52.24%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5085 50.85%
skin sensitisation - 0.9160 91.60%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.4828 48.28%
Acute Oral Toxicity (c) I 0.7809 78.09%
Estrogen receptor binding + 0.7732 77.32%
Androgen receptor binding + 0.7794 77.94%
Thyroid receptor binding - 0.5265 52.65%
Glucocorticoid receptor binding + 0.7607 76.07%
Aromatase binding + 0.6832 68.32%
PPAR gamma + 0.5807 58.07%
Honey bee toxicity - 0.6801 68.01%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9666 96.66%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.15% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.73% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.76% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.52% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.60% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.38% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.75% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.07% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.55% 94.00%
CHEMBL4040 P28482 MAP kinase ERK2 90.29% 83.82%
CHEMBL1871 P10275 Androgen Receptor 89.54% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.75% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.70% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.68% 95.89%
CHEMBL301 P24941 Cyclin-dependent kinase 2 86.94% 91.23%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.96% 94.78%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.81% 92.94%
CHEMBL4072 P07858 Cathepsin B 83.38% 93.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.27% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.16% 89.00%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 82.92% 92.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.68% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.36% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.08% 97.28%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.02% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 80.42% 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.
Anodendron affine

Cross-Links

Top
PubChem 101634644
LOTUS LTS0182220
wikiData Q104913205