PlantaeDB Logo
Login Sign-up

[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 1,11-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-10-sulfooxy-9-(sulfooxymethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 7ab7b30f-3900-4e1a-a586-790cd150db83
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 1,11-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-10-sulfooxy-9-(sulfooxymethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)COS(=O)(=O)O)OS(=O)(=O)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)COS(=O)(=O)O)OS(=O)(=O)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
InChI InChI=1S/C36H58O17S2/c1-18-9-12-36(30(42)52-29-26(41)25(40)24(39)21(16-37)51-29)14-13-33(4)19(27(36)35(18,6)43)7-8-23-31(2)15-20(38)28(53-55(47,48)49)32(3,17-50-54(44,45)46)22(31)10-11-34(23,33)5/h7,18,20-29,37-41,43H,8-17H2,1-6H3,(H,44,45,46)(H,47,48,49)
InChI Key DFXHRBSEENKJFW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H58O17S2
Molecular Weight 827.00 g/mol
Exact Mass 826.31154272 g/mol
Topological Polar Surface Area (TPSA) 301.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.06
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 1,11-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-10-sulfooxy-9-(sulfooxymethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8106 81.06%
Caco-2 - 0.8637 86.37%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5342 53.42%
OATP2B1 inhibitior - 0.8659 86.59%
OATP1B1 inhibitior + 0.8376 83.76%
OATP1B3 inhibitior + 0.9166 91.66%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6798 67.98%
BSEP inhibitior + 0.6301 63.01%
P-glycoprotein inhibitior + 0.7513 75.13%
P-glycoprotein substrate + 0.5309 53.09%
CYP3A4 substrate + 0.7233 72.33%
CYP2C9 substrate - 0.8001 80.01%
CYP2D6 substrate - 0.8650 86.50%
CYP3A4 inhibition - 0.7967 79.67%
CYP2C9 inhibition - 0.7711 77.11%
CYP2C19 inhibition - 0.7271 72.71%
CYP2D6 inhibition - 0.8697 86.97%
CYP1A2 inhibition - 0.7383 73.83%
CYP2C8 inhibition + 0.6872 68.72%
CYP inhibitory promiscuity - 0.9277 92.77%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.6088 60.88%
Eye corrosion - 0.9789 97.89%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.7476 74.76%
Skin corrosion - 0.9054 90.54%
Ames mutagenesis - 0.7770 77.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6607 66.07%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8395 83.95%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.6847 68.47%
Acute Oral Toxicity (c) III 0.6040 60.40%
Estrogen receptor binding + 0.7145 71.45%
Androgen receptor binding + 0.7534 75.34%
Thyroid receptor binding - 0.5399 53.99%
Glucocorticoid receptor binding + 0.7008 70.08%
Aromatase binding + 0.5814 58.14%
PPAR gamma + 0.7325 73.25%
Honey bee toxicity - 0.7128 71.28%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9857 98.57%

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 97.08% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.33% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.29% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.12% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.46% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.27% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.93% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.26% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 88.70% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.61% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.31% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.02% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 86.35% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.26% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.99% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.76% 91.07%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.60% 95.83%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.58% 96.90%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.63% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 83.24% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.04% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.91% 86.92%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.62% 95.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.90% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.41% 97.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.13% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.43% 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.
Melissa officinalis

Cross-Links

Top
PubChem 162939743
LOTUS LTS0173491
wikiData Q104978377