Spirostan-12-one, 3-[(O-beta-D-xylopyranosyl-(1-->2)-O-beta-D-glucopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranosyl)oxy]-, (3beta,5alpha,25R)-

Details

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Internal ID 91cb5f5f-287c-446e-a392-efbabee44d2b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name 16-[5-[5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)OC9C(C(C(C(O9)CO)O)O)OC2C(C(C(CO2)O)O)O)O)O)O)O)C)C)C)OC1
SMILES (Isomeric) CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)OC9C(C(C(C(O9)CO)O)O)OC2C(C(C(CO2)O)O)O)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C50H80O23/c1-19-7-10-50(65-17-19)20(2)32-27(73-50)12-25-23-6-5-21-11-22(8-9-48(21,3)24(23)13-31(55)49(25,32)4)66-45-39(62)36(59)41(29(15-52)68-45)70-46-40(63)37(60)42(30(16-53)69-46)71-47-43(35(58)34(57)28(14-51)67-47)72-44-38(61)33(56)26(54)18-64-44/h19-30,32-47,51-54,56-63H,5-18H2,1-4H3
InChI Key WJBORTPOEMQYQL-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C50H80O23
Molecular Weight 1049.20 g/mol
Exact Mass 1048.50903879 g/mol
Topological Polar Surface Area (TPSA) 352.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -3.09
H-Bond Acceptor 23
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

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16-[5-[5-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
Spirostan-12-one, 3-[(O-beta-D-xylopyranosyl-(1-->2)-O-beta-D-glucopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranosyl)oxy]-, (3beta,5alpha,25R)-
Agavesaponin C'
Agaveside C'

2D Structure

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2D Structure of Spirostan-12-one, 3-[(O-beta-D-xylopyranosyl-(1-->2)-O-beta-D-glucopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranosyl)oxy]-, (3beta,5alpha,25R)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5734 57.34%
Caco-2 - 0.8776 87.76%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7299 72.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8734 87.34%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8169 81.69%
P-glycoprotein inhibitior + 0.7385 73.85%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7458 74.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8483 84.83%
CYP3A4 inhibition - 0.9265 92.65%
CYP2C9 inhibition - 0.9261 92.61%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.9264 92.64%
CYP2C8 inhibition + 0.6164 61.64%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6417 64.17%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9048 90.48%
Skin irritation - 0.6168 61.68%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.7654 76.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8607 86.07%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9422 94.22%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7561 75.61%
Acute Oral Toxicity (c) I 0.7641 76.41%
Estrogen receptor binding + 0.8672 86.72%
Androgen receptor binding + 0.7308 73.08%
Thyroid receptor binding + 0.5209 52.09%
Glucocorticoid receptor binding + 0.6948 69.48%
Aromatase binding + 0.6514 65.14%
PPAR gamma + 0.7967 79.67%
Honey bee toxicity - 0.5503 55.03%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8173 81.73%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.12% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.89% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.71% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.63% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.49% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 88.19% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.99% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.66% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.25% 86.33%
CHEMBL233 P35372 Mu opioid receptor 85.25% 97.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.06% 95.50%
CHEMBL325 Q13547 Histone deacetylase 1 84.20% 95.92%
CHEMBL237 P41145 Kappa opioid receptor 84.12% 98.10%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.52% 91.24%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.36% 97.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.26% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 82.46% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.31% 93.04%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.97% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.69% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.21% 95.93%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.62% 95.83%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.21% 89.00%

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.
Agave americana

Cross-Links

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PubChem 24846127
LOTUS LTS0177700
wikiData Q105306669