PlantaeDB Logo
Login Sign-up

(5R,6S,7aS)-5-[3-[(2R,3R,4S,5R,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyprop-1-en-2-yl]-6-ethenyl-3,6-dimethyl-4,5,7,7a-tetrahydro-1-benzofuran-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 8ca60f36-ed23-430c-b05c-5a235e91229c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (5R,6S,7aS)-5-[3-[(2R,3R,4S,5R,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyprop-1-en-2-yl]-6-ethenyl-3,6-dimethyl-4,5,7,7a-tetrahydro-1-benzofuran-2-one
SMILES (Canonical) CC1=C2CC(C(CC2OC1=O)(C)C=C)C(=C)COC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O
SMILES (Isomeric) CC1=C2C[C@H]([C@](C[C@@H]2OC1=O)(C)C=C)C(=C)CO[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO[C@H]4[C@@H]([C@](CO4)(CO)O)O)O)O)O
InChI InChI=1S/C26H38O12/c1-5-25(4)7-16-14(13(3)22(32)37-16)6-15(25)12(2)8-34-23-20(30)19(29)18(28)17(38-23)9-35-24-21(31)26(33,10-27)11-36-24/h5,15-21,23-24,27-31,33H,1-2,6-11H2,3-4H3/t15-,16-,17+,18-,19-,20+,21-,23+,24+,25+,26+/m0/s1
InChI Key NYVXYMLUZXJHAU-GVOICGAASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H38O12
Molecular Weight 542.60 g/mol
Exact Mass 542.23632664 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.33
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (5R,6S,7aS)-5-[3-[(2R,3R,4S,5R,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyprop-1-en-2-yl]-6-ethenyl-3,6-dimethyl-4,5,7,7a-tetrahydro-1-benzofuran-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8091 80.91%
Caco-2 - 0.8508 85.08%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7473 74.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8699 86.99%
OATP1B3 inhibitior + 0.9195 91.95%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7395 73.95%
P-glycoprotein inhibitior - 0.4769 47.69%
P-glycoprotein substrate - 0.5771 57.71%
CYP3A4 substrate + 0.7056 70.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8896 88.96%
CYP3A4 inhibition - 0.8616 86.16%
CYP2C9 inhibition - 0.9213 92.13%
CYP2C19 inhibition - 0.9046 90.46%
CYP2D6 inhibition - 0.9282 92.82%
CYP1A2 inhibition - 0.8984 89.84%
CYP2C8 inhibition + 0.5994 59.94%
CYP inhibitory promiscuity - 0.9251 92.51%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6060 60.60%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9475 94.75%
Skin irritation - 0.5733 57.33%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7373 73.73%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8778 87.78%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.7237 72.37%
Acute Oral Toxicity (c) I 0.4827 48.27%
Estrogen receptor binding + 0.6773 67.73%
Androgen receptor binding + 0.6643 66.43%
Thyroid receptor binding - 0.5073 50.73%
Glucocorticoid receptor binding + 0.6307 63.07%
Aromatase binding + 0.6968 69.68%
PPAR gamma + 0.6469 64.69%
Honey bee toxicity - 0.7167 71.67%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9797 97.97%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.91% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.21% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 92.89% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.32% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 91.97% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 91.53% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.15% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 91.07% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.84% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.93% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.95% 97.36%
CHEMBL5957 P21589 5'-nucleotidase 87.50% 97.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.76% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.01% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.70% 100.00%
CHEMBL4530 P00488 Coagulation factor XIII 85.65% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.79% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.61% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.28% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.12% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 81.68% 91.49%
CHEMBL4302 P08183 P-glycoprotein 1 81.21% 92.98%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.15% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.35% 96.00%
CHEMBL2581 P07339 Cathepsin D 80.05% 98.95%

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.
Sarcandra glabra

Cross-Links

Top
PubChem 154497429
LOTUS LTS0234172
wikiData Q105187731