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Dodonaeaside A

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 ffbf4543-bee1-4554-9fb4-182b9dfa15b9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9,10-bis[[(Z)-2-methylbut-2-enoyl]oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CO)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@]1([C@@H]([C@@H]([C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)O)O)CO)(C)C)OC(=O)/C(=C\C)/C
InChI InChI=1S/C57H88O23/c1-12-24(3)47(71)79-44-45(80-48(72)25(4)13-2)57(23-60)27(20-52(44,5)6)26-14-15-31-54(9)18-17-32(53(7,8)30(54)16-19-55(31,10)56(26,11)42(67)43(57)68)75-51-41(78-50-37(65)35(63)33(61)28(21-58)73-50)39(38(66)40(77-51)46(69)70)76-49-36(64)34(62)29(22-59)74-49/h12-14,27-45,49-51,58-68H,15-23H2,1-11H3,(H,69,70)/b24-12-,25-13-/t27-,28+,29-,30-,31+,32-,33+,34-,35-,36+,37+,38-,39-,40-,41+,42-,43+,44-,45-,49-,50-,51+,54-,55+,56-,57-/m0/s1
InChI Key IKGKAFZGBWHFKI-OHYFOYNPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C57H88O23
Molecular Weight 1141.30 g/mol
Exact Mass 1140.57163905 g/mol
Topological Polar Surface Area (TPSA) 368.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 0.26
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 14

Synonyms

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CHEMBL1078921

2D Structure

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2D Structure of Dodonaeaside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8106 81.06%
Caco-2 - 0.8656 86.56%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8938 89.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7708 77.08%
OATP1B3 inhibitior - 0.2400 24.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9515 95.15%
P-glycoprotein inhibitior + 0.7465 74.65%
P-glycoprotein substrate - 0.5701 57.01%
CYP3A4 substrate + 0.7335 73.35%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition - 0.8885 88.85%
CYP2C9 inhibition - 0.8346 83.46%
CYP2C19 inhibition - 0.9134 91.34%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.8884 88.84%
CYP2C8 inhibition + 0.7338 73.38%
CYP inhibitory promiscuity - 0.9147 91.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4933 49.33%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.8982 89.82%
Skin irritation - 0.5513 55.13%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.7678 76.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7122 71.22%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.8006 80.06%
skin sensitisation - 0.9110 91.10%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6276 62.76%
Acute Oral Toxicity (c) III 0.7300 73.00%
Estrogen receptor binding + 0.7253 72.53%
Androgen receptor binding + 0.7620 76.20%
Thyroid receptor binding + 0.6260 62.60%
Glucocorticoid receptor binding + 0.7944 79.44%
Aromatase binding + 0.6462 64.62%
PPAR gamma + 0.8208 82.08%
Honey bee toxicity - 0.6816 68.16%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9795 97.95%

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 98.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.97% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.34% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.91% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.52% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.94% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.53% 94.33%
CHEMBL2581 P07339 Cathepsin D 87.10% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.96% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.07% 96.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.27% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.32% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.76% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.71% 93.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.47% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.02% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 81.56% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.07% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.71% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.49% 97.09%

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.
Dodonaea viscosa

Cross-Links

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PubChem 46883104
LOTUS LTS0266881
wikiData Q105114361