Spongistatin 2

Details

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Internal ID 44e22d0c-3ad1-4bb2-9e2a-17f30526cd6d
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
IUPAC Name [(1R,3R,9R,10R,11R,14R,15S,17R,18S,19S,23Z,25S,27R,29R,31R,36S,37R,38S,41R,43R,49S)-37-acetyloxy-10,14,15,17,27,43-hexahydroxy-11-[(4R,5E)-4-hydroxy-2-methylideneocta-5,7-dienyl]-31-methoxy-18,36,38,43,49-pentamethyl-39-methylidene-7,35-dioxo-8,12,45,46,47,48,50-heptaoxaheptacyclo[39.3.1.11,5.19,13.115,19.125,29.129,33]pentacont-23-en-3-yl] acetate
SMILES (Canonical) CC1C2CCCC=CC3CC(CC4(O3)CC(CC(O4)CC(=O)C(C(C(C(=C)CC5CC(CC6(O5)CC(CC(O6)CC(=O)OC7C(C(C(C(O2)(CC1O)O)O)OC(C7O)CC(=C)CC(C=CC=C)O)C)OC(=O)C)(C)O)C)OC(=O)C)C)OC)O
SMILES (Isomeric) C[C@@H]1[C@@H]2CCC/C=C\[C@@H]3C[C@H](C[C@@]4(O3)C[C@@H](CC(O4)CC(=O)[C@H]([C@@H]([C@H](C(=C)C[C@@H]5C[C@@](C[C@@]6(O5)C[C@@H](CC(O6)CC(=O)O[C@@H]7[C@H](C([C@H]([C@@](O2)(C[C@H]1O)O)O)O[C@@H]([C@H]7O)CC(=C)C[C@H](/C=C/C=C)O)C)OC(=O)C)(C)O)C)OC(=O)C)C)OC)O
InChI InChI=1S/C63H96O21/c1-12-13-17-42(66)20-34(2)21-53-55(71)57-39(7)58(78-53)59(72)63(74)32-51(69)37(5)52(84-63)19-16-14-15-18-44-23-43(67)28-61(80-44)30-47(75-11)24-45(81-61)26-50(68)38(6)56(77-41(9)65)36(4)35(3)22-49-29-60(10,73)33-62(83-49)31-48(76-40(8)64)25-46(82-62)27-54(70)79-57/h12-13,15,17-18,36-39,42-49,51-53,55-59,66-67,69,71-74H,1-3,14,16,19-33H2,4-11H3/b17-13+,18-15-/t36-,37-,38+,39+,42-,43+,44+,45?,46?,47+,48+,49+,51+,52-,53+,55+,56+,57+,58?,59+,60+,61-,62-,63-/m0/s1
InChI Key DTFYGLNONOLGOT-JPWYGMKRSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C63H96O21
Molecular Weight 1189.40 g/mol
Exact Mass 1188.64441007 g/mol
Topological Polar Surface Area (TPSA) 302.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 5.34
H-Bond Acceptor 21
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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[(1R,3R,9R,10R,11R,14R,15S,17R,18S,19S,23Z,25S,27R,29R,31R,36S,37R,38S,41R,43R,49S)-37-acetyloxy-10,14,15,17,27,43-hexahydroxy-11-[(4R,5E)-4-hydroxy-2-methylideneocta-5,7-dienyl]-31-methoxy-18,36,38,43,49-pentamethyl-39-methylidene-7,35-dioxo-8,12,45,46,47,48,50-heptaoxaheptacyclo[39.3.1.11,5.19,13.115,19.125,29.129,33]pentacont-23-en-3-yl] acetate
[acetoxy-hexahydroxy-[(4R,5E)-4-hydroxy-2-methylene-octa-5,7-dienyl]-methoxy-pentamethyl-methylene-dioxo-[?]yl] acetate

2D Structure

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2D Structure of Spongistatin 2

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6154 61.54%
Caco-2 - 0.8613 86.13%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6479 64.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7878 78.78%
OATP1B3 inhibitior - 0.2144 21.44%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6271 62.71%
BSEP inhibitior + 0.9480 94.80%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate + 0.8045 80.45%
CYP3A4 substrate + 0.7527 75.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8924 89.24%
CYP3A4 inhibition - 0.8174 81.74%
CYP2C9 inhibition - 0.8860 88.60%
CYP2C19 inhibition - 0.8640 86.40%
CYP2D6 inhibition - 0.9413 94.13%
CYP1A2 inhibition - 0.9271 92.71%
CYP2C8 inhibition + 0.8274 82.74%
CYP inhibitory promiscuity - 0.9761 97.61%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6815 68.15%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.8985 89.85%
Skin irritation - 0.5515 55.15%
Skin corrosion - 0.9222 92.22%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7073 70.73%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.6857 68.57%
skin sensitisation - 0.8409 84.09%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.6664 66.64%
Acute Oral Toxicity (c) III 0.4086 40.86%
Estrogen receptor binding + 0.7594 75.94%
Androgen receptor binding + 0.7342 73.42%
Thyroid receptor binding + 0.6793 67.93%
Glucocorticoid receptor binding + 0.7992 79.92%
Aromatase binding + 0.5879 58.79%
PPAR gamma + 0.8148 81.48%
Honey bee toxicity - 0.5884 58.84%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5049 50.49%
Fish aquatic toxicity + 0.9387 93.87%

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 99.42% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.38% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.98% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.38% 97.25%
CHEMBL230 P35354 Cyclooxygenase-2 96.37% 89.63%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.26% 96.77%
CHEMBL2581 P07339 Cathepsin D 95.23% 98.95%
CHEMBL1902 P62942 FK506-binding protein 1A 93.30% 97.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.13% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.47% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.08% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 91.95% 94.73%
CHEMBL5957 P21589 5'-nucleotidase 91.47% 97.78%
CHEMBL5255 O00206 Toll-like receptor 4 91.13% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.10% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.89% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.55% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.71% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.70% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.24% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.69% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 85.67% 97.79%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.13% 93.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.08% 96.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.08% 91.07%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 83.39% 98.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.50% 89.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.44% 91.03%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.92% 95.50%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.73% 95.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.68% 92.62%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.24% 95.71%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.88% 98.75%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.83% 85.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.63% 96.90%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 6479880
LOTUS LTS0077668
wikiData Q105104408