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(3,4,5-Trihydroxy-6-methyloxan-2-yl) 5,8,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,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

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Internal ID 9ad925af-1b6d-4725-80f0-e9d747846b00
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3,4,5-trihydroxy-6-methyloxan-2-yl) 5,8,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC(=O)C23CCC(CC2C4=CCC5C6(CC(C(C(C6C(CC5(C4(CC3O)C)C)O)(C)CO)OC7C(C(C(C(O7)CO)O)O)O)O)C)(C)C)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC(=O)C23CCC(CC2C4=CCC5C6(CC(C(C(C6C(CC5(C4(CC3O)C)C)O)(C)CO)OC7C(C(C(C(O7)CO)O)O)O)O)C)(C)C)O)O)O
InChI InChI=1S/C42H68O16/c1-18-26(48)28(50)30(52)34(55-18)58-36(54)42-11-10-37(2,3)12-20(42)19-8-9-24-38(4)13-22(46)33(57-35-31(53)29(51)27(49)23(16-43)56-35)39(5,17-44)32(38)21(45)14-41(24,7)40(19,6)15-25(42)47/h8,18,20-35,43-53H,9-17H2,1-7H3
InChI Key URBHZZHGMZBBCQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O16
Molecular Weight 829.00 g/mol
Exact Mass 828.45073608 g/mol
Topological Polar Surface Area (TPSA) 277.00 Ų
XlogP 0.40
Atomic LogP (AlogP) -0.77
H-Bond Acceptor 16
H-Bond Donor 11
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8843 88.43%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7861 78.61%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.5543 55.43%
P-glycoprotein inhibitior + 0.7502 75.02%
P-glycoprotein substrate - 0.5196 51.96%
CYP3A4 substrate + 0.7037 70.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.6145 61.45%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9087 90.87%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7212 72.12%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.7777 77.77%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7427 74.27%
Androgen receptor binding + 0.7351 73.51%
Thyroid receptor binding - 0.5643 56.43%
Glucocorticoid receptor binding + 0.6323 63.23%
Aromatase binding + 0.6199 61.99%
PPAR gamma + 0.7490 74.90%
Honey bee toxicity - 0.7153 71.53%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6550 65.50%
Fish aquatic toxicity + 0.9411 94.11%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.61% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.85% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.44% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.79% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.63% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.30% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.77% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.59% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.10% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.60% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.52% 94.00%
CHEMBL2581 P07339 Cathepsin D 85.93% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.15% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.94% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.88% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 82.76% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.14% 91.07%

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.
Mussaenda macrophylla

Cross-Links

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PubChem 73820867
LOTUS LTS0276002
wikiData Q105277626