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Squalestatin V2

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 755e8f80-402c-48e6-9d17-cbfed2c42469
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name (1S,3S,4S,5R,6R,7R)-4,7-dihydroxy-6-[(E)-4-hydroxy-4,6-dimethyloct-2-enoyl]oxy-1-[(4S,5R)-4-hydroxy-5-methyl-3-methylidene-6-phenylhexyl]-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H44O14/c1-6-18(2)17-30(5,43)14-13-22(34)45-25-24(36)31(15-12-19(3)23(35)20(4)16-21-10-8-7-9-11-21)46-26(27(37)38)32(44,28(39)40)33(25,47-31)29(41)42/h7-11,13-14,18,20,23-26,35-36,43-44H,3,6,12,15-17H2,1-2,4-5H3,(H,37,38)(H,39,40)(H,41,42)/b14-13+/t18?,20-,23-,24-,25-,26-,30?,31+,32-,33+/m1/s1
InChI Key DJSVLZFLUVMRDH-MFJOKUDUSA-N
Popularity 2 references 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 2.80
Atomic LogP (AlogP) 1.43
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 16

Synonyms

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(1S,3S,4S,5R,6R,7R)-4,7-dihydroxy-6-[(E)-4-hydroxy-4,6-dimethyloct-2-enoyl]oxy-1-[(4S,5R)-4-hydroxy-5-methyl-3-methylidene-6-phenylhexyl]-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
(1S,3S,4S,5R,6R,7R)-1-((4S,5R)-5-Benzyl-4-hydroxy-3-methylidenehexyl)-4,7-dihydroxy-6-((4-hydroxy-4,6-dimethyloct-2-enoyl)oxy)-2,8-dioxabicyclo(3.2.1)octane-3,4,5-tricarboxylate
(1S,3S,4S,5R,6R,7R)-1-[(4S,5R)-5-Benzyl-4-hydroxy-3-methylidenehexyl]-4,7-dihydroxy-6-[(4-hydroxy-4,6-dimethyloct-2-enoyl)oxy]-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate
(1S,3S,4S,5R,6R,7R)-4,7-dihydroxy-6-((E)-4-hydroxy-4,6-dimethyloct-2-enoyl)oxy-1-((4S,5R)-4-hydroxy-5-methyl-3-methylidene-6-phenylhexyl)-2,8-dioxabicyclo(3.2.1)octane-3,4,5-tricarboxylic acid
RefChem:185157
CHEBI:210027

2D Structure

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2D Structure of Squalestatin V2

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8618 86.18%
Caco-2 - 0.8601 86.01%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6175 61.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8488 84.88%
OATP1B3 inhibitior - 0.2609 26.09%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.4567 45.67%
P-glycoprotein inhibitior + 0.7130 71.30%
P-glycoprotein substrate + 0.6319 63.19%
CYP3A4 substrate + 0.6872 68.72%
CYP2C9 substrate - 0.8030 80.30%
CYP2D6 substrate - 0.8855 88.55%
CYP3A4 inhibition + 0.6853 68.53%
CYP2C9 inhibition - 0.7076 70.76%
CYP2C19 inhibition - 0.7098 70.98%
CYP2D6 inhibition - 0.9150 91.50%
CYP1A2 inhibition - 0.8325 83.25%
CYP2C8 inhibition + 0.8160 81.60%
CYP inhibitory promiscuity - 0.8711 87.11%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6009 60.09%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9184 91.84%
Skin irritation - 0.5407 54.07%
Skin corrosion - 0.9080 90.80%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4372 43.72%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8367 83.67%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8122 81.22%
Acute Oral Toxicity (c) II 0.3267 32.67%
Estrogen receptor binding + 0.7650 76.50%
Androgen receptor binding + 0.7257 72.57%
Thyroid receptor binding + 0.5975 59.75%
Glucocorticoid receptor binding + 0.7355 73.55%
Aromatase binding + 0.6467 64.67%
PPAR gamma + 0.7179 71.79%
Honey bee toxicity - 0.7110 71.10%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9937 99.37%

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 97.13% 90.17%
CHEMBL2581 P07339 Cathepsin D 96.08% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.72% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 94.35% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.69% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.48% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.75% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.43% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.25% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.06% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.41% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.15% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.05% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.81% 94.08%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.80% 96.47%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.62% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.44% 97.25%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.17% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.45% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.06% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 80.84% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.21% 99.17%

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 139588238
LOTUS LTS0199572
wikiData Q104982779