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(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S,2R,3S,4R,7R,9R,12R,13R,17S,19S,20S,21R,22R)-2-hydroxy-19,22-bis(hydroxymethyl)-3,4,8,8,12,19-hexamethyl-21-[(E)-2-methylbut-2-enoyl]oxy-23-oxahexacyclo[18.2.1.03,16.04,13.07,12.017,22]tricos-15-en-9-yl]oxy]oxane-2-carboxylic acid

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 0df5ed7f-f25f-422a-a5b7-f0261009c777
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S,2R,3S,4R,7R,9R,12R,13R,17S,19S,20S,21R,22R)-2-hydroxy-19,22-bis(hydroxymethyl)-3,4,8,8,12,19-hexamethyl-21-[(E)-2-methylbut-2-enoyl]oxy-23-oxahexacyclo[18.2.1.03,16.04,13.07,12.017,22]tricos-15-en-9-yl]oxy]oxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C2C(CC3C1(C(O2)C(C4(C3=CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)C)C)O)CO)(C)CO
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@@H]2[C@](C[C@@H]3[C@]1([C@H](O2)[C@@H]([C@@]4(C3=CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)C)C)C)O)CO)(C)CO
InChI InChI=1S/C41H62O13/c1-9-19(2)34(50)54-32-31-37(5,17-42)16-21-20-10-11-23-38(6)14-13-24(51-35-27(46)25(44)26(45)28(52-35)33(48)49)36(3,4)22(38)12-15-39(23,7)40(20,8)29(47)30(53-31)41(21,32)18-43/h9-10,21-32,35,42-47H,11-18H2,1-8H3,(H,48,49)/b19-9+/t21-,22-,23+,24+,25-,26-,27+,28-,29-,30+,31+,32-,35+,37-,38-,39+,40-,41-/m0/s1
InChI Key QQUSWVBCBCUJSZ-GMSNGLRESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H62O13
Molecular Weight 762.90 g/mol
Exact Mass 762.41904203 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.48
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S,2R,3S,4R,7R,9R,12R,13R,17S,19S,20S,21R,22R)-2-hydroxy-19,22-bis(hydroxymethyl)-3,4,8,8,12,19-hexamethyl-21-[(E)-2-methylbut-2-enoyl]oxy-23-oxahexacyclo[18.2.1.03,16.04,13.07,12.017,22]tricos-15-en-9-yl]oxy]oxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8112 81.12%
Caco-2 - 0.8700 87.00%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8705 87.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7836 78.36%
OATP1B3 inhibitior + 0.7895 78.95%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.6118 61.18%
P-glycoprotein inhibitior + 0.7841 78.41%
P-glycoprotein substrate - 0.5878 58.78%
CYP3A4 substrate + 0.7234 72.34%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.8920 89.20%
CYP3A4 inhibition - 0.9047 90.47%
CYP2C9 inhibition - 0.7583 75.83%
CYP2C19 inhibition - 0.8776 87.76%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.8592 85.92%
CYP2C8 inhibition + 0.7335 73.35%
CYP inhibitory promiscuity - 0.9207 92.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5316 53.16%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9122 91.22%
Skin irritation - 0.5790 57.90%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.8448 84.48%
Human Ether-a-go-go-Related Gene inhibition + 0.6541 65.41%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7096 70.96%
skin sensitisation - 0.9027 90.27%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5279 52.79%
Acute Oral Toxicity (c) III 0.6900 69.00%
Estrogen receptor binding + 0.7067 70.67%
Androgen receptor binding + 0.7427 74.27%
Thyroid receptor binding - 0.5378 53.78%
Glucocorticoid receptor binding + 0.7259 72.59%
Aromatase binding + 0.6393 63.93%
PPAR gamma + 0.7624 76.24%
Honey bee toxicity - 0.7184 71.84%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9817 98.17%

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 98.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.28% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.34% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.89% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.93% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.47% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.37% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.16% 93.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.24% 97.25%
CHEMBL2581 P07339 Cathepsin D 87.82% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.06% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.78% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.19% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.74% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.14% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.93% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.35% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.33% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.83% 92.62%

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.
Sanicula chinensis

Cross-Links

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PubChem 162978654
LOTUS LTS0089851
wikiData Q105226063