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(2S,3S,4S,5R,6R)-6-[[(1R,2S,4S,5S,8S,10R,13S,14S,17S,18R,21R,22R,23S)-2,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-21,22-bis[[(Z)-2-methylbut-2-enoyl]oxy]-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-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 7bf077d8-2eac-4743-8f15-2e7d0a93ba1e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(1R,2S,4S,5S,8S,10R,13S,14S,17S,18R,21R,22R,23S)-2,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-21,22-bis[[(Z)-2-methylbut-2-enoyl]oxy]-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C(C23C(CC1(C)C)C4(CCC5C6(CCC(C(C6CCC5(C4(CC2O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)OC3O)OC(=O)C(=CC)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1[C@@H](C(C[C@@H]2[C@@]13[C@H](C[C@@]4([C@@]2(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[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO)O)O)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)O)C)C)O[C@@H]3O)C)O)(C)C)OC(=O)/C(=C\C)/C
InChI InChI=1S/C64H100O28/c1-13-25(3)51(79)90-48-49(91-52(80)26(4)14-2)64-32(21-58(48,6)7)63(92-57(64)81)20-16-31-60(10)18-17-34(59(8,9)30(60)15-19-61(31,11)62(63,12)22-33(64)67)85-56-47(89-54-42(75)39(72)36(69)28(23-65)83-54)44(43(76)45(87-56)50(77)78)86-55-46(40(73)37(70)29(24-66)84-55)88-53-41(74)38(71)35(68)27(5)82-53/h13-14,27-49,53-57,65-76,81H,15-24H2,1-12H3,(H,77,78)/b25-13-,26-14-/t27-,28-,29-,30+,31-,32-,33-,34+,35-,36-,37-,38+,39+,40+,41-,42-,43-,44-,45-,46-,47+,48-,49-,53+,54+,55+,56+,57-,60+,61-,62-,63-,64+/m0/s1
InChI Key NTQUQUTWPVPTIF-FOCGEQFDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C64H100O28
Molecular Weight 1317.50 g/mol
Exact Mass 1316.64011253 g/mol
Topological Polar Surface Area (TPSA) 436.00 Ų
XlogP 2.00
Atomic LogP (AlogP) -0.94
H-Bond Acceptor 27
H-Bond Donor 14
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(1R,2S,4S,5S,8S,10R,13S,14S,17S,18R,21R,22R,23S)-2,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-21,22-bis[[(Z)-2-methylbut-2-enoyl]oxy]-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-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 + 0.7897 78.97%
Caco-2 - 0.8623 86.23%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8104 81.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7915 79.15%
OATP1B3 inhibitior + 0.9039 90.39%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9532 95.32%
P-glycoprotein inhibitior + 0.7441 74.41%
P-glycoprotein substrate + 0.5646 56.46%
CYP3A4 substrate + 0.7428 74.28%
CYP2C9 substrate - 0.8026 80.26%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.8456 84.56%
CYP2C9 inhibition - 0.7544 75.44%
CYP2C19 inhibition - 0.8882 88.82%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.8958 89.58%
CYP2C8 inhibition + 0.7574 75.74%
CYP inhibitory promiscuity - 0.9494 94.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5765 57.65%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8970 89.70%
Skin irritation - 0.5476 54.76%
Skin corrosion - 0.9378 93.78%
Ames mutagenesis - 0.7078 70.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7246 72.46%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.8656 86.56%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8044 80.44%
Acute Oral Toxicity (c) III 0.4566 45.66%
Estrogen receptor binding + 0.6586 65.86%
Androgen receptor binding + 0.7579 75.79%
Thyroid receptor binding + 0.6975 69.75%
Glucocorticoid receptor binding + 0.8145 81.45%
Aromatase binding + 0.7036 70.36%
PPAR gamma + 0.8168 81.68%
Honey bee toxicity - 0.5868 58.68%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity + 0.9692 96.92%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.34% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.18% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.70% 90.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.49% 97.36%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.78% 93.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.75% 91.24%
CHEMBL4302 P08183 P-glycoprotein 1 88.04% 92.98%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.34% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 87.12% 92.50%
CHEMBL2581 P07339 Cathepsin D 87.02% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.87% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 85.21% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.09% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.80% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.68% 95.36%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.95% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.90% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.64% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.11% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 82.58% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.89% 100.00%
CHEMBL233 P35372 Mu opioid receptor 81.77% 97.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.71% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.08% 96.61%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.05% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.71% 95.56%

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.
Maesa lanceolata

Cross-Links

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PubChem 163192184
LOTUS LTS0110975
wikiData Q105185595