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Dregeoside B

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 0c89f54b-5bf2-4d28-84a7-87ff75989051
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [8,14,17-trihydroxy-17-(1-hydroxyethyl)-3-[5-[5-[3-hydroxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] 3-methylbutanoate
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4(C3CC(C5(C4(CCC5(C(C)O)O)O)C)OC(=O)CC(C)C)O)C)OC)OC6CC(C(C(O6)C)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC)O)OC
SMILES (Isomeric) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4(C3CC(C5(C4(CCC5(C(C)O)O)O)C)OC(=O)CC(C)C)O)C)OC)OC6CC(C(C(O6)C)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC)O)OC
InChI InChI=1S/C53H90O22/c1-24(2)18-36(56)72-35-22-34-49(7)14-13-30(19-29(49)12-15-52(34,62)53(63)17-16-51(61,28(6)55)50(35,53)8)70-37-20-31(64-9)43(25(3)67-37)73-38-21-32(65-10)44(26(4)68-38)74-48-42(60)46(66-11)45(27(5)69-48)75-47-41(59)40(58)39(57)33(23-54)71-47/h24-35,37-48,54-55,57-63H,12-23H2,1-11H3
InChI Key CEJNPQORURWPJT-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O22
Molecular Weight 1079.30 g/mol
Exact Mass 1078.59237449 g/mol
Topological Polar Surface Area (TPSA) 310.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.70
H-Bond Acceptor 22
H-Bond Donor 9
Rotatable Bonds 16

Synonyms

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126005-93-4
[8,14,17-trihydroxy-17-(1-hydroxyethyl)-3-[5-[5-[3-hydroxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] 3-methylbutanoate
12,20-Di-O-isovaleryltomentogenin-3-O-alpha-oleandopyranosyl-(1-4)-alpha-oleandropyranoside
(8,14,17-trihydroxy-17-(1-hydroxyethyl)-3-(5-(5-(3-hydroxy-4-methoxy-6-methyl-5-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl)oxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta(a)phenanthren-12-yl) 3-methylbutanoate
RefChem:135793
DTXSID10925371
3-{[hexopyranosyl-(1->4)-6-deoxy-3-o-methylhexopyranosyl-(1->4)-2,6-dideoxy-3-o-methylhexopyranosyl-(1->4)-2,6-dideoxy-3-o-methylhexopyranosyl]oxy}-8,14,17,20-tetrahydroxypregnan-12-yl 3-methylbutanoate
3-((O-beta-D-Glucopyranosyl-(1-4)-O-6-deoxy-3-O-methyl-beta-D-allopyranosyl-(1-4)-O-2,6-dideoxy-3-O-methyl-beta-D-arabino-hexopyranosyl-(1-4)-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl)oxy)pregnane-8,12,14,17,20-pentol 12-(3-methylbutanoate), (3beta,5alpha,12beta,14beta,17alpha,20S)-
Pregnane-8,12,14,17,20-pentol, 3-((O-beta-D-glucopyranosyl-(1-4)-O-6-deoxy-3-O-methyl-beta-D-allopyranosyl-(1-4)-O-2,6-dideoxy-3-O-methyl-beta-D-arabino-hexopyranosyl-(1-4)-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl)oxy)-, 12-(3-methylbutanoate), (3beta,5alpha,12beta,14beta,17alpha,20S)-

2D Structure

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2D Structure of Dregeoside B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6525 65.25%
Caco-2 - 0.8699 86.99%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7523 75.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8461 84.61%
OATP1B3 inhibitior + 0.8612 86.12%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8663 86.63%
P-glycoprotein inhibitior + 0.7452 74.52%
P-glycoprotein substrate + 0.6822 68.22%
CYP3A4 substrate + 0.7435 74.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8898 88.98%
CYP3A4 inhibition - 0.9011 90.11%
CYP2C9 inhibition - 0.8561 85.61%
CYP2C19 inhibition - 0.9200 92.00%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.9038 90.38%
CYP2C8 inhibition + 0.5477 54.77%
CYP inhibitory promiscuity - 0.9732 97.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7059 70.59%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.6585 65.85%
Skin corrosion - 0.9509 95.09%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7795 77.95%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9280 92.80%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9453 94.53%
Acute Oral Toxicity (c) I 0.4206 42.06%
Estrogen receptor binding + 0.8357 83.57%
Androgen receptor binding + 0.7487 74.87%
Thyroid receptor binding + 0.6234 62.34%
Glucocorticoid receptor binding + 0.7768 77.68%
Aromatase binding + 0.6983 69.83%
PPAR gamma + 0.8383 83.83%
Honey bee toxicity - 0.6131 61.31%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.7720 77.20%

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 98.58% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.38% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.00% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 93.97% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.45% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.82% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.07% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.86% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.05% 96.21%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.45% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.44% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 88.31% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.51% 96.00%
CHEMBL2581 P07339 Cathepsin D 87.36% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.24% 96.77%
CHEMBL1937 Q92769 Histone deacetylase 2 87.20% 94.75%
CHEMBL1914 P06276 Butyrylcholinesterase 86.31% 95.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.43% 82.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.38% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.12% 95.89%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 83.82% 98.46%
CHEMBL4302 P08183 P-glycoprotein 1 83.27% 92.98%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.99% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.99% 100.00%
CHEMBL4588 P22894 Matrix metalloproteinase 8 82.24% 94.66%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.89% 94.23%
CHEMBL5028 O14672 ADAM10 81.82% 97.50%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.81% 97.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.68% 94.33%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.56% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.47% 97.14%
CHEMBL1075317 P61964 WD repeat-containing protein 5 81.39% 96.33%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.70% 85.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.46% 86.33%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 80.33% 88.42%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.09% 95.71%

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.
Dracaena draco
Dregea sinensis

Cross-Links

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PubChem 164214
NPASS NPC69831
LOTUS LTS0004636
wikiData Q82899684