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(1S,2S,4S,6R,7S,8R,9S,12R,13S,15R,16R,18R)-16-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-12,15,18-triol

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 fb6e8c73-5edb-4058-9711-dbd867f6260b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (1S,2S,4S,6R,7S,8R,9S,12R,13S,15R,16R,18R)-16-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-12,15,18-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H88O26/c1-20(19-70-44-39(64)37(62)33(58)28(16-53)73-44)7-10-52(69-6)21(2)31-26(78-52)13-24-23-8-9-50(67)15-27(25(56)14-49(50,5)51(23,68)12-11-48(24,31)4)72-47-43(77-45-40(65)36(61)32(57)22(3)71-45)42(35(60)30(18-55)75-47)76-46-41(66)38(63)34(59)29(17-54)74-46/h20-47,53-68H,7-19H2,1-6H3/t20-,21+,22+,23+,24+,25-,26+,27-,28-,29-,30-,31+,32+,33-,34+,35-,36-,37+,38+,39-,40-,41-,42+,43-,44-,45+,46+,47-,48+,49+,50-,51-,52-/m1/s1
InChI Key OFCBWMMIBGAOKW-HFSDGBPHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H88O26
Molecular Weight 1129.20 g/mol
Exact Mass 1128.55638291 g/mol
Topological Polar Surface Area (TPSA) 416.00 Ų
XlogP -3.70
Atomic LogP (AlogP) -5.07
H-Bond Acceptor 26
H-Bond Donor 16
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,6R,7S,8R,9S,12R,13S,15R,16R,18R)-16-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-12,15,18-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5474 54.74%
Caco-2 - 0.8844 88.44%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.5940 59.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8699 86.99%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.7300 73.00%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate + 0.6279 62.79%
CYP3A4 substrate + 0.7443 74.43%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8352 83.52%
CYP3A4 inhibition - 0.9587 95.87%
CYP2C9 inhibition - 0.9121 91.21%
CYP2C19 inhibition - 0.8946 89.46%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.9208 92.08%
CYP2C8 inhibition + 0.6751 67.51%
CYP inhibitory promiscuity - 0.9656 96.56%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6210 62.10%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.6918 69.18%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.8378 83.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8118 81.18%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7851 78.51%
skin sensitisation - 0.9353 93.53%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8834 88.34%
Acute Oral Toxicity (c) I 0.6939 69.39%
Estrogen receptor binding + 0.8188 81.88%
Androgen receptor binding + 0.7509 75.09%
Thyroid receptor binding + 0.5258 52.58%
Glucocorticoid receptor binding + 0.6881 68.81%
Aromatase binding + 0.6506 65.06%
PPAR gamma + 0.7801 78.01%
Honey bee toxicity - 0.5856 58.56%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.3911 39.11%

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 98.82% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.11% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.40% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.90% 95.93%
CHEMBL4302 P08183 P-glycoprotein 1 94.27% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.75% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.45% 96.61%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 92.21% 92.86%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.02% 85.14%
CHEMBL220 P22303 Acetylcholinesterase 90.50% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.06% 95.89%
CHEMBL2094135 Q96BI3 Gamma-secretase 89.87% 98.05%
CHEMBL259 P32245 Melanocortin receptor 4 89.74% 95.38%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.66% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.31% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 87.73% 91.49%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.58% 95.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.88% 95.71%
CHEMBL237 P41145 Kappa opioid receptor 86.76% 98.10%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 86.65% 92.38%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 86.24% 97.86%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.95% 96.47%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.90% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 84.26% 92.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.25% 95.58%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.25% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.99% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.73% 93.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.46% 96.38%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.46% 96.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 83.38% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.22% 97.14%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.30% 97.31%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.29% 95.36%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.17% 92.78%
CHEMBL1914 P06276 Butyrylcholinesterase 82.16% 95.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.09% 91.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.72% 86.33%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 81.58% 98.46%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.49% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.32% 82.38%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.31% 94.08%

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.
Agapanthus inapertus

Cross-Links

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PubChem 162971220
LOTUS LTS0043591
wikiData Q105190819