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methyl (1S,2S,3S,4R,5R,8R,13S,14S,17S,18R,20R,21R,22R,25S)-3,21-diacetyloxy-2,13,20,25-tetrahydroxy-5,8,22-trimethyl-11-methylidene-24-oxahexacyclo[15.5.3.01,18.04,17.05,14.08,13]pentacosane-14-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 600553df-b136-494b-8b4e-76bc8f9b0ea8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl (1S,2S,3S,4R,5R,8R,13S,14S,17S,18R,20R,21R,22R,25S)-3,21-diacetyloxy-2,13,20,25-tetrahydroxy-5,8,22-trimethyl-11-methylidene-24-oxahexacyclo[15.5.3.01,18.04,17.05,14.08,13]pentacosane-14-carboxylate
SMILES (Canonical) CC1C(C(CC2C13COC(C24CCC5(C(C4C(C3O)OC(=O)C)(CCC6(C5(CC(=C)CC6)O)C)C)C(=O)OC)O)O)OC(=O)C
SMILES (Isomeric) C[C@H]1[C@H]([C@@H](C[C@@H]2[C@@]13CO[C@@H]([C@@]24CC[C@@]5([C@@]([C@H]4[C@@H]([C@H]3O)OC(=O)C)(CC[C@@]6([C@]5(CC(=C)CC6)O)C)C)C(=O)OC)O)O)OC(=O)C
InChI InChI=1S/C34H50O11/c1-17-8-9-29(5)10-11-30(6)25-24(45-20(4)36)26(38)32-16-43-27(39)31(25,12-13-33(30,28(40)42-7)34(29,41)15-17)22(32)14-21(37)23(18(32)2)44-19(3)35/h18,21-27,37-39,41H,1,8-16H2,2-7H3/t18-,21+,22-,23+,24-,25+,26+,27-,29+,30+,31-,32+,33-,34-/m0/s1
InChI Key LBYHDBWAAYDSNV-ZBNPAMQMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H50O11
Molecular Weight 634.80 g/mol
Exact Mass 634.33531241 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2S,3S,4R,5R,8R,13S,14S,17S,18R,20R,21R,22R,25S)-3,21-diacetyloxy-2,13,20,25-tetrahydroxy-5,8,22-trimethyl-11-methylidene-24-oxahexacyclo[15.5.3.01,18.04,17.05,14.08,13]pentacosane-14-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9419 94.19%
Caco-2 - 0.8136 81.36%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7983 79.83%
OATP2B1 inhibitior - 0.7151 71.51%
OATP1B1 inhibitior + 0.8298 82.98%
OATP1B3 inhibitior + 0.9372 93.72%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6428 64.28%
BSEP inhibitior + 0.9282 92.82%
P-glycoprotein inhibitior + 0.7054 70.54%
P-glycoprotein substrate + 0.6270 62.70%
CYP3A4 substrate + 0.7319 73.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8644 86.44%
CYP3A4 inhibition - 0.6878 68.78%
CYP2C9 inhibition - 0.8778 87.78%
CYP2C19 inhibition - 0.8480 84.80%
CYP2D6 inhibition - 0.9533 95.33%
CYP1A2 inhibition - 0.6611 66.11%
CYP2C8 inhibition + 0.5740 57.40%
CYP inhibitory promiscuity - 0.9711 97.11%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6761 67.61%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9121 91.21%
Skin irritation - 0.5128 51.28%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3791 37.91%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8801 88.01%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5220 52.20%
Acute Oral Toxicity (c) III 0.3941 39.41%
Estrogen receptor binding + 0.6814 68.14%
Androgen receptor binding + 0.7612 76.12%
Thyroid receptor binding - 0.5737 57.37%
Glucocorticoid receptor binding + 0.7150 71.50%
Aromatase binding + 0.7632 76.32%
PPAR gamma + 0.6696 66.96%
Honey bee toxicity - 0.6309 63.09%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9776 97.76%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.05% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.25% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.22% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.20% 85.14%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 89.12% 95.52%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.99% 89.50%
CHEMBL2581 P07339 Cathepsin D 88.99% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.20% 95.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 88.05% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 87.44% 91.19%
CHEMBL1914 P06276 Butyrylcholinesterase 87.15% 95.00%
CHEMBL1859 O95180 Voltage-gated T-type calcium channel alpha-1H subunit 86.20% 98.57%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.91% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.59% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.39% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.33% 98.75%
CHEMBL5028 O14672 ADAM10 82.18% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.56% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.65% 89.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.31% 98.99%

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.
Galphimia glauca

Cross-Links

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PubChem 162849639
LOTUS LTS0117744
wikiData Q105149695