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Squalestatin T1

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 e2bffe3b-ebdb-442c-bab7-99c17a01c90c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name (1S,3S,4S,5R,6R,7R)-1-[(4S,5R)-4-acetyloxy-5-methyl-3-methylidene-6-phenylhexyl]-6-[(2E,4E)-4,6-dimethylocta-2,4-dienoyl]oxy-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
SMILES (Canonical) CCC(C)C=C(C)C=CC(=O)OC1C(C2(OC(C(C1(O2)C(=O)O)(C(=O)O)O)C(=O)O)CCC(=C)C(C(C)CC3=CC=CC=C3)OC(=O)C)O
SMILES (Isomeric) CCC(C)/C=C(\C)/C=C/C(=O)O[C@@H]1[C@H]([C@]2(O[C@@H]([C@]([C@@]1(O2)C(=O)O)(C(=O)O)O)C(=O)O)CCC(=C)[C@H]([C@H](C)CC3=CC=CC=C3)OC(=O)C)O
InChI InChI=1S/C35H44O14/c1-7-19(2)17-20(3)13-14-25(37)47-28-27(38)33(48-29(30(39)40)34(45,31(41)42)35(28,49-33)32(43)44)16-15-21(4)26(46-23(6)36)22(5)18-24-11-9-8-10-12-24/h8-14,17,19,22,26-29,38,45H,4,7,15-16,18H2,1-3,5-6H3,(H,39,40)(H,41,42)(H,43,44)/b14-13+,20-17+/t19?,22-,26-,27-,28-,29-,33+,34-,35+/m1/s1
InChI Key XVUPPZBUWUBUBX-XIULPVNESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H44O14
Molecular Weight 688.70 g/mol
Exact Mass 688.27310607 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 2.80
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 16

Synonyms

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(1S,3S,4S,5R,6R,7R)-1-[(4S,5R)-4-acetyloxy-5-methyl-3-methylidene-6-phenylhexyl]-6-[(2E,4E)-4,6-dimethylocta-2,4-dienoyl]oxy-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
(1S,3S,4S,5R,6R,7R)-1-((4S,5R)-4-(Acetyloxy)-5-benzyl-3-methylidenehexyl)-6-(((4E)-4,6-dimethylocta-2,4-dienoyl)oxy)-4,7-dihydroxy-2,8-dioxabicyclo(3.2.1)octane-3,4,5-tricarboxylate
(1S,3S,4S,5R,6R,7R)-1-((4S,5R)-4-acetyloxy-5-methyl-3-methylidene-6-phenylhexyl)-6-((2E,4E)-4,6-dimethylocta-2,4-dienoyl)oxy-4,7-dihydroxy-2,8-dioxabicyclo(3.2.1)octane-3,4,5-tricarboxylic acid
(1S,3S,4S,5R,6R,7R)-1-[(4S,5R)-4-(Acetyloxy)-5-benzyl-3-methylidenehexyl]-6-{[(4E)-4,6-dimethylocta-2,4-dienoyl]oxy}-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate
RefChem:185152
CHEBI:197833

2D Structure

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2D Structure of Squalestatin T1

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7326 73.26%
Caco-2 - 0.8595 85.95%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7054 70.54%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.8296 82.96%
OATP1B3 inhibitior - 0.3076 30.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7368 73.68%
P-glycoprotein inhibitior + 0.7557 75.57%
P-glycoprotein substrate + 0.6496 64.96%
CYP3A4 substrate + 0.6872 68.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8880 88.80%
CYP3A4 inhibition - 0.5192 51.92%
CYP2C9 inhibition - 0.6721 67.21%
CYP2C19 inhibition - 0.6532 65.32%
CYP2D6 inhibition - 0.9164 91.64%
CYP1A2 inhibition - 0.7940 79.40%
CYP2C8 inhibition + 0.8194 81.94%
CYP inhibitory promiscuity - 0.7919 79.19%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5632 56.32%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9140 91.40%
Skin irritation - 0.6265 62.65%
Skin corrosion - 0.9168 91.68%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4405 44.05%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5308 53.08%
skin sensitisation - 0.8232 82.32%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7757 77.57%
Acute Oral Toxicity (c) III 0.3616 36.16%
Estrogen receptor binding + 0.8297 82.97%
Androgen receptor binding + 0.7195 71.95%
Thyroid receptor binding + 0.6395 63.95%
Glucocorticoid receptor binding + 0.7789 77.89%
Aromatase binding + 0.6227 62.27%
PPAR gamma + 0.7209 72.09%
Honey bee toxicity - 0.7050 70.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5445 54.45%
Fish aquatic toxicity + 0.9918 99.18%

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
CHEMBL221 P23219 Cyclooxygenase-1 99.53% 90.17%
CHEMBL2581 P07339 Cathepsin D 98.84% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.09% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.99% 91.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.92% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.80% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.15% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.20% 94.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.25% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.93% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.15% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.50% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 85.25% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.91% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.62% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.73% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.53% 85.14%

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.
There are no matching plants.

Cross-Links

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PubChem 139583182
LOTUS LTS0275179
wikiData Q75056226