Sagittine D

Details

Top
Internal ID 382a640e-0661-45b8-9f5c-377c455b325c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(2R,3R,4S,5S)-2-[[(1S,4aR,4bS,7S,8aS)-7-ethenyl-1,4b,7-trimethyl-3,4,4a,5,6,8,8a,9-octahydro-2H-phenanthren-1-yl]methoxy]-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C(OC1OCC2(CCCC3C2=CCC4C3(CCC(C4)(C)C=C)C)C)CO)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]([C@@H](O[C@H]1OC[C@]2(CCC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@](C4)(C)C=C)C)C)CO)O
InChI InChI=1S/C27H42O6/c1-6-25(3)12-13-27(5)18(14-25)9-10-19-20(27)8-7-11-26(19,4)16-31-24-23(32-17(2)29)22(30)21(15-28)33-24/h6,10,18,20-24,28,30H,1,7-9,11-16H2,2-5H3/t18-,20-,21-,22-,23+,24+,25-,26+,27-/m0/s1
InChI Key JRSFSLRWEYOFKG-WJSBELDJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C27H42O6
Molecular Weight 462.60 g/mol
Exact Mass 462.29813906 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
CHEMBL481067

2D Structure

Top
2D Structure of Sagittine D

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9636 96.36%
Caco-2 - 0.7045 70.45%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7296 72.96%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8505 85.05%
OATP1B3 inhibitior + 0.8507 85.07%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.4711 47.11%
P-glycoprotein inhibitior - 0.4614 46.14%
P-glycoprotein substrate - 0.7345 73.45%
CYP3A4 substrate + 0.6979 69.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8808 88.08%
CYP3A4 inhibition - 0.7746 77.46%
CYP2C9 inhibition - 0.8407 84.07%
CYP2C19 inhibition - 0.8786 87.86%
CYP2D6 inhibition - 0.9404 94.04%
CYP1A2 inhibition - 0.8432 84.32%
CYP2C8 inhibition + 0.5743 57.43%
CYP inhibitory promiscuity - 0.8239 82.39%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5870 58.70%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9582 95.82%
Skin irritation - 0.5608 56.08%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7826 78.26%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5840 58.40%
skin sensitisation - 0.9107 91.07%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.5670 56.70%
Acute Oral Toxicity (c) III 0.6273 62.73%
Estrogen receptor binding + 0.7431 74.31%
Androgen receptor binding + 0.5882 58.82%
Thyroid receptor binding + 0.5972 59.72%
Glucocorticoid receptor binding + 0.7584 75.84%
Aromatase binding + 0.7270 72.70%
PPAR gamma + 0.5241 52.41%
Honey bee toxicity - 0.7155 71.55%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9879 98.79%

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 98.57% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.19% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.51% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.96% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 91.17% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.16% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.71% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.65% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.38% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.92% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 86.98% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 86.66% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.39% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.04% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.99% 94.73%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.10% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.93% 93.00%
CHEMBL5028 O14672 ADAM10 81.97% 97.50%
CHEMBL2581 P07339 Cathepsin D 81.93% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.08% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.84% 100.00%

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.
Sagittaria sagittifolia

Cross-Links

Top
PubChem 11641229
NPASS NPC286612
LOTUS LTS0176523
wikiData Q105134073