2-[4,5-Dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)-6-(15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

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Internal ID d094b449-8977-4175-b8a4-b4197faf4347
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name 2-[4,5-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)-6-(15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)C)O)O)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)O)C)C)C)OC1
SMILES (Isomeric) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)C)O)O)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C51H82O21/c1-19-10-13-51(63-18-19)20(2)32-30(72-51)15-27-25-9-8-24-14-29(28(53)16-50(24,7)26(25)11-12-49(27,32)6)67-48-44(71-46-39(60)36(57)34(55)22(4)65-46)41(62)43(31(17-52)68-48)70-47-40(61)37(58)42(23(5)66-47)69-45-38(59)35(56)33(54)21(3)64-45/h8,19-23,25-48,52-62H,9-18H2,1-7H3
InChI Key AVLMFKYDXZNPDW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H82O21
Molecular Weight 1031.20 g/mol
Exact Mass 1030.53485962 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -0.94
H-Bond Acceptor 21
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4,5-Dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)-6-(15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7571 75.71%
Caco-2 - 0.8857 88.57%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8772 87.72%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8884 88.84%
P-glycoprotein inhibitior + 0.7363 73.63%
P-glycoprotein substrate + 0.5204 52.04%
CYP3A4 substrate + 0.7537 75.37%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9268 92.68%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition + 0.7604 76.04%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9077 90.77%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.9200 92.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7886 78.86%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7178 71.78%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.8653 86.53%
Androgen receptor binding + 0.7316 73.16%
Thyroid receptor binding + 0.5190 51.90%
Glucocorticoid receptor binding + 0.6567 65.67%
Aromatase binding + 0.6740 67.40%
PPAR gamma + 0.7917 79.17%
Honey bee toxicity - 0.5230 52.30%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9176 91.76%

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 98.67% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.29% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.98% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.00% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 94.77% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.93% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.83% 96.61%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.74% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.90% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.60% 89.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.54% 89.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.32% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.10% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 86.91% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.81% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.96% 92.86%
CHEMBL3401 O75469 Pregnane X receptor 85.32% 94.73%
CHEMBL332 P03956 Matrix metalloproteinase-1 84.57% 94.50%
CHEMBL221 P23219 Cyclooxygenase-1 84.51% 90.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.43% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.82% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.75% 97.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.44% 91.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.91% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.44% 97.25%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.09% 95.83%

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.
Cestrum nocturnum

Cross-Links

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PubChem 85194434
LOTUS LTS0153760
wikiData Q104919625