Sphinxolide B

Details

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Internal ID 258d9539-b8b0-49c6-a7da-c9b47e97ae72
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name N-[(E,4R,5R,9S,10S,11S)-11-[(3R,5Z,7E,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25S,29S)-17,29-dihydroxy-3,15,21,23-tetramethoxy-5,12,18,24-tetramethyl-9,27-dioxo-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaen-11-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxododec-1-enyl]-N-methylformamide
SMILES (Canonical) CC1C=CC(CC(C(C2C(C(=CC(=O)O2)CC(CC(=CC=CC(=O)OC(C(C=CC(CC1O)OC)C)C(C)C(C(C)CCC(=O)C(C)C(CC=CN(C)C=O)OC)OC)C)OC)O)C)OC)OC
SMILES (Isomeric) C[C@H]1/C=C/[C@H](C[C@@H]([C@H]([C@H]2[C@H](C(=CC(=O)O2)C[C@@H](C/C(=C\C=C\C(=O)O[C@@H]([C@H](/C=C/[C@@H](C[C@@H]1O)OC)C)[C@@H](C)[C@H]([C@@H](C)CCC(=O)[C@H](C)[C@@H](C/C=C/N(C)C=O)OC)OC)/C)OC)O)C)OC)OC
InChI InChI=1S/C53H85NO14/c1-33-17-15-19-48(58)67-52(39(7)51(66-14)35(3)22-25-44(56)37(5)46(64-12)18-16-26-54(8)32-55)36(4)21-24-41(61-9)30-45(57)34(2)20-23-42(62-10)31-47(65-13)38(6)53-50(60)40(29-49(59)68-53)28-43(27-33)63-11/h15-17,19-21,23-24,26,29,32,34-39,41-43,45-47,50-53,57,60H,18,22,25,27-28,30-31H2,1-14H3/b19-15+,23-20+,24-21+,26-16+,33-17-/t34-,35-,36-,37-,38+,39-,41-,42+,43+,45-,46+,47-,50-,51-,52-,53-/m0/s1
InChI Key MINVLQAHLUCDIO-GLLDUQGXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C53H85NO14
Molecular Weight 960.20 g/mol
Exact Mass 959.59700639 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.91
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 18

Synonyms

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CHEMBL1615234
DB04783
Q27095521

2D Structure

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2D Structure of Sphinxolide B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8072 80.72%
Caco-2 - 0.8602 86.02%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6838 68.38%
OATP2B1 inhibitior - 0.7218 72.18%
OATP1B1 inhibitior + 0.7993 79.93%
OATP1B3 inhibitior + 0.9225 92.25%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9072 90.72%
BSEP inhibitior + 0.9868 98.68%
P-glycoprotein inhibitior + 0.7624 76.24%
P-glycoprotein substrate + 0.8199 81.99%
CYP3A4 substrate + 0.7458 74.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8905 89.05%
CYP3A4 inhibition - 0.7350 73.50%
CYP2C9 inhibition - 0.8450 84.50%
CYP2C19 inhibition - 0.8477 84.77%
CYP2D6 inhibition - 0.9096 90.96%
CYP1A2 inhibition - 0.8209 82.09%
CYP2C8 inhibition + 0.7447 74.47%
CYP inhibitory promiscuity - 0.9642 96.42%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5495 54.95%
Eye corrosion - 0.9822 98.22%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.7192 71.92%
Skin corrosion - 0.9217 92.17%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7422 74.22%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5611 56.11%
skin sensitisation - 0.8639 86.39%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7855 78.55%
Acute Oral Toxicity (c) III 0.5663 56.63%
Estrogen receptor binding + 0.7378 73.78%
Androgen receptor binding + 0.7248 72.48%
Thyroid receptor binding + 0.5987 59.87%
Glucocorticoid receptor binding + 0.7602 76.02%
Aromatase binding - 0.5251 52.51%
PPAR gamma + 0.7792 77.92%
Honey bee toxicity - 0.5655 56.55%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.6991 69.91%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.30% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.81% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 93.89% 85.31%
CHEMBL5103 Q969S8 Histone deacetylase 10 92.02% 90.08%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.67% 96.77%
CHEMBL2581 P07339 Cathepsin D 91.64% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.00% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.74% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.18% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.18% 97.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.10% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.72% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.71% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.65% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.15% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.49% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.08% 89.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.56% 82.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.42% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 86.37% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.16% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 85.87% 94.73%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.32% 97.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.79% 85.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.79% 98.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.75% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.87% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.35% 100.00%
CHEMBL1871 P10275 Androgen Receptor 80.97% 96.43%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.85% 96.47%

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.
Phyllanthus urinaria

Cross-Links

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PubChem 46937020
LOTUS LTS0140291
wikiData Q105140818