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[(4aS,6aS,6aS,6bR,8aS,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-5-hydroxy-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl] (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxane-2-carboxylate

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 76ab956e-2f22-4e9c-a8fc-ffae603402e6
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives > Glucuronic acid derivatives
IUPAC Name [(4aS,6aS,6aS,6bR,8aS,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-5-hydroxy-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl] (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxane-2-carboxylate
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)CC=C7C3(CCC8(C7CC(=C)CC8)OC(=O)C9C(C(C(C(O9)CO)O)O)O)C)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@H]1CC[C@@]3([C@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(=C)CC5)OC(=O)[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
InChI InChI=1S/C52H82O22/c1-22-9-14-52(74-44(66)42-38(63)35(60)32(57)26(18-53)68-42)16-15-50(5)23(24(52)17-22)7-8-30-49(4)12-11-31(48(2,3)29(49)10-13-51(30,50)6)71-47-43(73-46-40(65)37(62)34(59)28(20-55)70-46)41(25(56)21-67-47)72-45-39(64)36(61)33(58)27(19-54)69-45/h7,24-43,45-47,53-65H,1,8-21H2,2-6H3/t24-,25-,26+,27+,28+,29+,30-,31-,32+,33+,34+,35-,36-,37-,38+,39+,40+,41-,42+,43+,45-,46-,47-,49-,50+,51+,52-/m0/s1
InChI Key AYMVDGXBWHSJPX-QGLKEVEQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H82O22
Molecular Weight 1059.20 g/mol
Exact Mass 1058.52977424 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -2.07
H-Bond Acceptor 22
H-Bond Donor 13
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4aS,6aS,6aS,6bR,8aS,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-5-hydroxy-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl] (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7709 77.09%
Caco-2 - 0.8808 88.08%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8311 83.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7472 74.72%
OATP1B3 inhibitior - 0.5076 50.76%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.8969 89.69%
P-glycoprotein inhibitior + 0.7461 74.61%
P-glycoprotein substrate - 0.5735 57.35%
CYP3A4 substrate + 0.7358 73.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8800 88.00%
CYP3A4 inhibition - 0.8823 88.23%
CYP2C9 inhibition - 0.8494 84.94%
CYP2C19 inhibition - 0.8753 87.53%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.8738 87.38%
CYP2C8 inhibition + 0.7438 74.38%
CYP inhibitory promiscuity - 0.9674 96.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6456 64.56%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9020 90.20%
Skin irritation - 0.5881 58.81%
Skin corrosion - 0.9420 94.20%
Ames mutagenesis - 0.6340 63.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7935 79.35%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.9250 92.50%
skin sensitisation - 0.8777 87.77%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7250 72.50%
Nephrotoxicity - 0.7707 77.07%
Acute Oral Toxicity (c) III 0.7897 78.97%
Estrogen receptor binding + 0.7685 76.85%
Androgen receptor binding + 0.7529 75.29%
Thyroid receptor binding - 0.5133 51.33%
Glucocorticoid receptor binding + 0.7177 71.77%
Aromatase binding + 0.6270 62.70%
PPAR gamma + 0.7898 78.98%
Honey bee toxicity - 0.6616 66.16%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 0.9697 96.97%

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 97.25% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.82% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.17% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 91.77% 98.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.14% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.84% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.79% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.68% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.21% 94.45%
CHEMBL5028 O14672 ADAM10 82.99% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.63% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 82.11% 92.50%
CHEMBL221 P23219 Cyclooxygenase-1 81.40% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.23% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.48% 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.
Guaiacum officinale

Cross-Links

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PubChem 162935369
LOTUS LTS0276517
wikiData Q104921237