[5-Hydroxy-6-(hydroxymethyl)-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl] 5,9,13-trimethyl-12-oxapentacyclo[11.2.1.111,14.01,10.04,9]heptadecane-5-carboxylate

Details

Top
Internal ID cab8dfc1-13ae-4e89-8350-c997cc8c3483
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [5-hydroxy-6-(hydroxymethyl)-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl] 5,9,13-trimethyl-12-oxapentacyclo[11.2.1.111,14.01,10.04,9]heptadecane-5-carboxylate
SMILES (Canonical) CC12CCCC(C1CCC34C2C5CC(C3)C(C4)(O5)C)(C)C(=O)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O
SMILES (Isomeric) CC12CCCC(C1CCC34C2C5CC(C3)C(C4)(O5)C)(C)C(=O)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O
InChI InChI=1S/C38H60O18/c1-35-6-4-7-36(2,20(35)5-8-38-10-15-9-16(30(35)38)56-37(15,3)14-38)34(49)55-33-29(54-32-27(48)25(46)22(43)18(12-40)51-32)28(23(44)19(13-41)52-33)53-31-26(47)24(45)21(42)17(11-39)50-31/h15-33,39-48H,4-14H2,1-3H3
InChI Key PRRFBKXVIYXVGD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H60O18
Molecular Weight 804.90 g/mol
Exact Mass 804.37796506 g/mol
Topological Polar Surface Area (TPSA) 284.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -2.84
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [5-Hydroxy-6-(hydroxymethyl)-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl] 5,9,13-trimethyl-12-oxapentacyclo[11.2.1.111,14.01,10.04,9]heptadecane-5-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.8879 88.79%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7347 73.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8539 85.39%
OATP1B3 inhibitior + 0.9426 94.26%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.7142 71.42%
P-glycoprotein inhibitior + 0.6912 69.12%
P-glycoprotein substrate - 0.6159 61.59%
CYP3A4 substrate + 0.7161 71.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8549 85.49%
CYP3A4 inhibition - 0.9587 95.87%
CYP2C9 inhibition - 0.8870 88.70%
CYP2C19 inhibition - 0.8502 85.02%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.8954 89.54%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9488 94.88%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6657 66.57%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9161 91.61%
Skin irritation - 0.6911 69.11%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.7437 74.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7294 72.94%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9397 93.97%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8284 82.84%
Acute Oral Toxicity (c) I 0.6629 66.29%
Estrogen receptor binding + 0.6973 69.73%
Androgen receptor binding + 0.6992 69.92%
Thyroid receptor binding - 0.6156 61.56%
Glucocorticoid receptor binding + 0.5468 54.68%
Aromatase binding + 0.6359 63.59%
PPAR gamma + 0.6450 64.50%
Honey bee toxicity - 0.6671 66.71%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8852 88.52%

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 97.96% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.69% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.11% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.11% 96.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.57% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.66% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.81% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.01% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 90.87% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 90.63% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.29% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.83% 96.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.40% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.24% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 83.97% 98.10%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 83.12% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.84% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.83% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.42% 95.58%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.38% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.20% 95.89%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 81.50% 95.36%
CHEMBL1075317 P61964 WD repeat-containing protein 5 81.19% 96.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.69% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.60% 91.19%
CHEMBL2581 P07339 Cathepsin D 80.39% 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.
Stevia subpubescens

Cross-Links

Top
PubChem 15768010
LOTUS LTS0005066
wikiData Q105213880