(2S,4aR,4bS,6aS,11aS,11bR)-2-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]peroxy]oxan-2-yl]oxy-4a,6a,7-trimethyl-8-[3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-2,3,4,4b,5,6,11,11a,11b,12-decahydro-1H-indeno[2,1-a]phenanthrene-10-carboxylic acid

Details

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Internal ID ec551ff3-ba4d-4a99-b974-505fa27c8d1b
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (2S,4aR,4bS,6aS,11aS,11bR)-2-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]peroxy]oxan-2-yl]oxy-4a,6a,7-trimethyl-8-[3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-2,3,4,4b,5,6,11,11a,11b,12-decahydro-1H-indeno[2,1-a]phenanthrene-10-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OOC2C(OC(C(C2O)OOC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)CC8=C(C=C(C(=C87)C)CCC(C)COC9C(C(C(C(O9)CO)O)O)O)C(=O)O)C)C)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OO[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)OO[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@H]4CC[C@@]5([C@H]6CC[C@]7([C@H]([C@@H]6CC=C5C4)CC8=C(C=C(C(=C87)C)CCC(C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C(=O)O)C)C)CO)O)O)O
InChI InChI=1S/C54H82O24/c1-21(20-69-49-42(63)41(62)38(59)33(18-55)73-49)7-8-25-15-30(48(67)68)29-17-32-28-10-9-26-16-27(11-13-53(26,5)31(28)12-14-54(32,6)35(29)22(25)2)72-52-47(76-78-51-44(65)40(61)37(58)24(4)71-51)45(66)46(34(19-56)74-52)75-77-50-43(64)39(60)36(57)23(3)70-50/h9,15,21,23-24,27-28,31-34,36-47,49-52,55-66H,7-8,10-14,16-20H2,1-6H3,(H,67,68)/t21?,23-,24-,27-,28+,31-,32-,33+,34+,36-,37-,38+,39+,40+,41-,42+,43+,44+,45-,46+,47+,49+,50-,51-,52+,53-,54-/m0/s1
InChI Key CRNKSBJCZWRCOX-XCUPXEOCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C54H82O24
Molecular Weight 1115.20 g/mol
Exact Mass 1114.51960348 g/mol
Topological Polar Surface Area (TPSA) 372.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -1.19
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4aR,4bS,6aS,11aS,11bR)-2-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]peroxy]oxan-2-yl]oxy-4a,6a,7-trimethyl-8-[3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-2,3,4,4b,5,6,11,11a,11b,12-decahydro-1H-indeno[2,1-a]phenanthrene-10-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 + 0.8397 83.97%
Caco-2 - 0.8722 87.22%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7726 77.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8476 84.76%
OATP1B3 inhibitior + 0.8302 83.02%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.9147 91.47%
P-glycoprotein inhibitior + 0.7460 74.60%
P-glycoprotein substrate + 0.7065 70.65%
CYP3A4 substrate + 0.7342 73.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8592 85.92%
CYP2C19 inhibition - 0.8466 84.66%
CYP2D6 inhibition - 0.9157 91.57%
CYP1A2 inhibition - 0.7662 76.62%
CYP2C8 inhibition + 0.7541 75.41%
CYP inhibitory promiscuity - 0.8827 88.27%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6242 62.42%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9012 90.12%
Skin irritation - 0.6685 66.85%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7955 79.55%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7301 73.01%
skin sensitisation - 0.8900 89.00%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9039 90.39%
Acute Oral Toxicity (c) III 0.4580 45.80%
Estrogen receptor binding + 0.8244 82.44%
Androgen receptor binding + 0.7477 74.77%
Thyroid receptor binding + 0.6019 60.19%
Glucocorticoid receptor binding + 0.7685 76.85%
Aromatase binding + 0.6783 67.83%
PPAR gamma + 0.8167 81.67%
Honey bee toxicity - 0.6840 68.40%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9885 98.85%

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 99.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.42% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.94% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.76% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 95.90% 89.05%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.74% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.67% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.66% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.97% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 92.85% 93.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.78% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.15% 100.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.95% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.30% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.24% 96.47%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.86% 99.17%
CHEMBL1907 P15144 Aminopeptidase N 88.68% 93.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.83% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.21% 96.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.43% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.32% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.45% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.08% 91.24%
CHEMBL3180 O00748 Carboxylesterase 2 83.68% 90.00%
CHEMBL5028 O14672 ADAM10 83.24% 97.50%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 82.96% 86.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.84% 92.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.98% 89.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.15% 91.19%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.23% 92.32%

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.
Solanum aethiopicum

Cross-Links

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PubChem 101244082
LOTUS LTS0199117
wikiData Q104968616