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[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S)-5,9-dimethyl-14-methylidene-13-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-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

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Internal ID f4376375-bfa3-4f34-a764-7c1e9c5eb56b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
IUPAC Name [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S)-5,9-dimethyl-14-methylidene-13-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical) CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)(C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@@]12CCC[C@@]([C@H]1CC[C@]34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)(C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
InChI InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(48)26(45)23(42)18(13-40)53-32)21(37)6-10-38(16,15-37)56-33-30(49)27(46)24(43)19(54-33)14-51-31-28(47)25(44)22(41)17(12-39)52-31/h17-33,39-49H,1,4-15H2,2-3H3/t17?,18?,19?,20-,21?,22?,23?,24?,25?,26?,27?,28?,29?,30?,31?,32?,33?,35+,36+,37+,38?/m0/s1
InChI Key BXLOAAYMPNPFFB-XDCYGMHWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O18
Molecular Weight 804.90 g/mol
Exact Mass 804.37796506 g/mol
Topological Polar Surface Area (TPSA) 295.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -2.94
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S)-5,9-dimethyl-14-methylidene-13-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6491 64.91%
Caco-2 - 0.8991 89.91%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7587 75.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8388 83.88%
OATP1B3 inhibitior + 0.8889 88.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7596 75.96%
BSEP inhibitior - 0.4731 47.31%
P-glycoprotein inhibitior + 0.7157 71.57%
P-glycoprotein substrate - 0.6982 69.82%
CYP3A4 substrate + 0.6934 69.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8539 85.39%
CYP3A4 inhibition - 0.9600 96.00%
CYP2C9 inhibition - 0.8814 88.14%
CYP2C19 inhibition - 0.8658 86.58%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.8532 85.32%
CYP2C8 inhibition + 0.4800 48.00%
CYP inhibitory promiscuity - 0.9271 92.71%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7066 70.66%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.6009 60.09%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8104 81.04%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8477 84.77%
skin sensitisation - 0.8974 89.74%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6912 69.12%
Acute Oral Toxicity (c) I 0.4494 44.94%
Estrogen receptor binding + 0.7319 73.19%
Androgen receptor binding + 0.7144 71.44%
Thyroid receptor binding - 0.5792 57.92%
Glucocorticoid receptor binding + 0.5445 54.45%
Aromatase binding + 0.6130 61.30%
PPAR gamma + 0.6607 66.07%
Honey bee toxicity - 0.7669 76.69%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7350 73.50%
Fish aquatic toxicity + 0.9769 97.69%

Targets

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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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.55% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.00% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.14% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.04% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.70% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.10% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 87.82% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.60% 91.24%
CHEMBL237 P41145 Kappa opioid receptor 87.35% 98.10%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.21% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 86.13% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.14% 93.04%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.20% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.92% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.83% 92.62%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.56% 96.38%
CHEMBL226 P30542 Adenosine A1 receptor 82.52% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.92% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.67% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.92% 100.00%

Plants that contains it

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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 rebaudiana

Cross-Links

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PubChem 56840881
NPASS NPC100141