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Squalestatin S3

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 5b0afbe1-922a-4acd-9bc9-4806f42ef772
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name (1S,3S,4S,5R,6R,7R)-1-(5-benzyl-4,6-dihydroxy-3-methylidenehexyl)-6-[(E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
SMILES (Canonical) CCC(C)CC(C)C=CC(=O)OC1C(C2(OC(C(C1(O2)C(=O)O)(C(=O)O)O)C(=O)O)CCC(=C)C(C(CC3=CC=CC=C3)CO)O)O
SMILES (Isomeric) CC[C@H](C)C[C@H](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(C(CC3=CC=CC=C3)CO)O)O
InChI InChI=1S/C33H44O14/c1-5-18(2)15-19(3)11-12-23(35)45-26-25(37)31(14-13-20(4)24(36)22(17-34)16-21-9-7-6-8-10-21)46-27(28(38)39)32(44,29(40)41)33(26,47-31)30(42)43/h6-12,18-19,22,24-27,34,36-37,44H,4-5,13-17H2,1-3H3,(H,38,39)(H,40,41)(H,42,43)/b12-11+/t18-,19+,22?,24?,25+,26+,27+,31-,32+,33-/m0/s1
InChI Key HGNGYNVBOWLOPQ-MIDNPAMRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H44O14
Molecular Weight 664.70 g/mol
Exact Mass 664.27310607 g/mol
Topological Polar Surface Area (TPSA) 238.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 17

Synonyms

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(1S,3S,4S,5R,6R,7R)-1-(5-benzyl-4,6-dihydroxy-3-methylidenehexyl)-6-[(E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
(1S,3S,4S,5R,6R,7R)-1-(5-Benzyl-4,6-dihydroxy-3-methylidenehexyl)-6-(((4S,6S)-4,6-dimethyloct-2-enoyl)oxy)-4,7-dihydroxy-2,8-dioxabicyclo(3.2.1)octane-3,4,5-tricarboxylate
(1S,3S,4S,5R,6R,7R)-1-(5-benzyl-4,6-dihydroxy-3-methylidenehexyl)-6-((E,4S,6S)-4,6-dimethyloct-2-enoyl)oxy-4,7-dihydroxy-2,8-dioxabicyclo(3.2.1)octane-3,4,5-tricarboxylic acid
(1S,3S,4S,5R,6R,7R)-1-(5-Benzyl-4,6-dihydroxy-3-methylidenehexyl)-6-{[(4S,6S)-4,6-dimethyloct-2-enoyl]oxy}-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate
RefChem:185148
CHEBI:201617

2D Structure

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2D Structure of Squalestatin S3

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7781 77.81%
Caco-2 - 0.8694 86.94%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.7305 73.05%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8265 82.65%
OATP1B3 inhibitior - 0.2165 21.65%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.4852 48.52%
P-glycoprotein inhibitior + 0.6991 69.91%
P-glycoprotein substrate + 0.6633 66.33%
CYP3A4 substrate + 0.6816 68.16%
CYP2C9 substrate - 0.8015 80.15%
CYP2D6 substrate - 0.8907 89.07%
CYP3A4 inhibition - 0.5090 50.90%
CYP2C9 inhibition - 0.7022 70.22%
CYP2C19 inhibition - 0.7764 77.64%
CYP2D6 inhibition - 0.9230 92.30%
CYP1A2 inhibition - 0.7923 79.23%
CYP2C8 inhibition + 0.7910 79.10%
CYP inhibitory promiscuity - 0.8173 81.73%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6464 64.64%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.5892 58.92%
Skin corrosion - 0.9318 93.18%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4344 43.44%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8765 87.65%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8761 87.61%
Acute Oral Toxicity (c) III 0.4708 47.08%
Estrogen receptor binding + 0.7753 77.53%
Androgen receptor binding + 0.7549 75.49%
Thyroid receptor binding + 0.5668 56.68%
Glucocorticoid receptor binding + 0.7095 70.95%
Aromatase binding + 0.6339 63.39%
PPAR gamma + 0.7008 70.08%
Honey bee toxicity - 0.6839 68.39%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9913 99.13%

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 99.69% 90.17%
CHEMBL2581 P07339 Cathepsin D 98.92% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.18% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.74% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.44% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.52% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.79% 94.08%
CHEMBL4040 P28482 MAP kinase ERK2 91.62% 83.82%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.53% 94.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.47% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.74% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.83% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.19% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.11% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.80% 94.73%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.85% 94.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.35% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.77% 91.07%

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 139584328
LOTUS LTS0153370
wikiData Q77310310