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(3S,5S,6R)-6-[[(1R,2R,4S,5R,10S,13R,17S,21R,22R,23S)-2-acetyloxy-21-benzoyloxy-23-hydroxy-4,5,9,9,13,20,20-heptamethyl-22-[(E)-3-phenylprop-2-enoyl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[(2S,3S,5R)-3-[(4S,6S)-4,5-dihydroxy-6-methyl-3-[(3S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-5-[(2S,3S,5S)-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 70c4895d-647c-4895-89a5-5d286154af1e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,5S,6R)-6-[[(1R,2R,4S,5R,10S,13R,17S,21R,22R,23S)-2-acetyloxy-21-benzoyloxy-23-hydroxy-4,5,9,9,13,20,20-heptamethyl-22-[(E)-3-phenylprop-2-enoyl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[(2S,3S,5R)-3-[(4S,6S)-4,5-dihydroxy-6-methyl-3-[(3S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-5-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4C(C(OC(C4OC5C(C(C(C(O5)CO)O)O)O)OC6CCC7(C(C6(C)C)CCC8(C7CCC91C8(CC(C2(C9CC(C(C2OC(=O)C=CC2=CC=CC=C2)OC(=O)C2=CC=CC=C2)(C)C)C(O1)O)OC(=O)C)C)C)C)C(=O)O)O)CO)O)O)C)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H](C([C@@H](C(O1)OC2[C@H](C([C@@H](OC2O[C@@H]3[C@@H](OC([C@@H](C3O)O)CO)OC4[C@@H]([C@@H](OC([C@H]4O)C(=O)O)O[C@H]5CC[C@@]6(C7CC[C@]89C1CC([C@H]([C@@H]([C@@]1([C@@H](C[C@]8([C@@]7(CCC6C5(C)C)C)C)OC(=O)C)[C@H](O9)O)OC(=O)/C=C/C1=CC=CC=C1)OC(=O)C1=CC=CC=C1)(C)C)C)O[C@H]1[C@H](C([C@@H](C(O1)CO)O)O)O)C)O)O)O)O)O
InChI InChI=1S/C78H110O33/c1-33-46(83)50(87)54(91)66(98-33)107-59-52(89)47(84)34(2)99-68(59)108-60-53(90)49(86)39(32-80)102-69(60)105-57-56(93)58(64(94)95)106-70(61(57)109-67-55(92)51(88)48(85)38(31-79)101-67)103-43-25-26-74(8)40(73(43,6)7)23-27-75(9)41(74)24-28-77-42-29-72(4,5)62(110-65(96)37-19-15-12-16-20-37)63(104-45(82)22-21-36-17-13-11-14-18-36)78(42,71(97)111-77)44(100-35(3)81)30-76(75,77)10/h11-22,33-34,38-44,46-63,66-71,79-80,83-93,97H,23-32H2,1-10H3,(H,94,95)/b22-21+/t33-,34-,38?,39?,40?,41?,42?,43-,44+,46-,47?,48+,49-,50?,51?,52-,53?,54-,55-,56-,57?,58?,59?,60-,61-,62-,63-,66?,67-,68?,69-,70+,71-,74-,75+,76-,77-,78+/m0/s1
InChI Key SDSGKYIXHUFPHL-VFXCZWRFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C78H110O33
Molecular Weight 1575.70 g/mol
Exact Mass 1574.6929359 g/mol
Topological Polar Surface Area (TPSA) 501.00 Ų
XlogP 2.80
Atomic LogP (AlogP) -0.42
H-Bond Acceptor 32
H-Bond Donor 15
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,6R)-6-[[(1R,2R,4S,5R,10S,13R,17S,21R,22R,23S)-2-acetyloxy-21-benzoyloxy-23-hydroxy-4,5,9,9,13,20,20-heptamethyl-22-[(E)-3-phenylprop-2-enoyl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[(2S,3S,5R)-3-[(4S,6S)-4,5-dihydroxy-6-methyl-3-[(3S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-5-[(2S,3S,5S)-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 + 0.6693 66.93%
Caco-2 - 0.8578 85.78%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8085 80.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7816 78.16%
OATP1B3 inhibitior + 0.8632 86.32%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9674 96.74%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.6922 69.22%
CYP3A4 substrate + 0.7482 74.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8759 87.59%
CYP3A4 inhibition - 0.8126 81.26%
CYP2C9 inhibition - 0.8173 81.73%
CYP2C19 inhibition - 0.8298 82.98%
CYP2D6 inhibition - 0.9453 94.53%
CYP1A2 inhibition - 0.8796 87.96%
CYP2C8 inhibition + 0.8612 86.12%
CYP inhibitory promiscuity - 0.9177 91.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6151 61.51%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.7177 71.77%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7563 75.63%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7656 76.56%
skin sensitisation - 0.9145 91.45%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9123 91.23%
Acute Oral Toxicity (c) I 0.4621 46.21%
Estrogen receptor binding + 0.5387 53.87%
Androgen receptor binding + 0.7646 76.46%
Thyroid receptor binding + 0.7706 77.06%
Glucocorticoid receptor binding + 0.8319 83.19%
Aromatase binding + 0.7644 76.44%
PPAR gamma + 0.8133 81.33%
Honey bee toxicity - 0.6162 61.62%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9938 99.38%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.88% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 98.55% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.62% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.26% 91.49%
CHEMBL2581 P07339 Cathepsin D 94.76% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.61% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.79% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.77% 97.09%
CHEMBL4302 P08183 P-glycoprotein 1 89.62% 92.98%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.26% 89.00%
CHEMBL5028 O14672 ADAM10 87.85% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.12% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.23% 95.89%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.18% 81.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.81% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.77% 91.07%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.10% 94.08%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.93% 95.83%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.08% 89.44%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.02% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.32% 99.23%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.96% 97.36%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.79% 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.
Maesa balansae

Cross-Links

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PubChem 44388737
LOTUS LTS0207764
wikiData Q105250802