Officinalisinin I

Details

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Internal ID 57b10e59-9a8a-46a8-890e-09acc583ccc6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name 2-[4-[16-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)O
SMILES (Isomeric) CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)O
InChI InChI=1S/C45H76O19/c1-19(18-58-40-37(55)34(52)31(49)27(15-46)60-40)7-12-45(57)20(2)30-26(64-45)14-25-23-6-5-21-13-22(8-10-43(21,3)24(23)9-11-44(25,30)4)59-42-39(36(54)33(51)29(17-48)62-42)63-41-38(56)35(53)32(50)28(16-47)61-41/h19-42,46-57H,5-18H2,1-4H3
InChI Key SORUXVRKWOHYEO-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C45H76O19
Molecular Weight 921.10 g/mol
Exact Mass 920.49808019 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -1.78
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 13

Synonyms

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Timosaponin B II
136656-07-0
57944-18-0
(2R,3R,4S,5S,6R)-2-[4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18R)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Melongoside N
timosaponin B-II
MEGxp0_001327
ACon1_001618
BCP12438
AKOS037647840
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Officinalisinin I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5246 52.46%
Caco-2 - 0.8854 88.54%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8886 88.86%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior - 0.5523 55.23%
P-glycoprotein inhibitior + 0.7407 74.07%
P-glycoprotein substrate + 0.5079 50.79%
CYP3A4 substrate + 0.7472 74.72%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8288 82.88%
CYP3A4 inhibition - 0.9473 94.73%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.5564 55.64%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9080 90.80%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7878 78.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7932 79.32%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8377 83.77%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8319 83.19%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8044 80.44%
Androgen receptor binding + 0.6339 63.39%
Thyroid receptor binding - 0.5592 55.92%
Glucocorticoid receptor binding + 0.5788 57.88%
Aromatase binding + 0.6693 66.93%
PPAR gamma + 0.7352 73.52%
Honey bee toxicity - 0.5845 58.45%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.7523 75.23%

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 98.05% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.82% 91.11%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.18% 92.86%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.86% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.42% 97.09%
CHEMBL2094135 Q96BI3 Gamma-secretase 93.17% 98.05%
CHEMBL237 P41145 Kappa opioid receptor 92.74% 98.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.71% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.70% 96.61%
CHEMBL233 P35372 Mu opioid receptor 91.56% 97.93%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.49% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.52% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 90.44% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.04% 97.25%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 89.77% 95.36%
CHEMBL2996 Q05655 Protein kinase C delta 89.67% 97.79%
CHEMBL4581 P52732 Kinesin-like protein 1 89.49% 93.18%
CHEMBL206 P03372 Estrogen receptor alpha 89.13% 97.64%
CHEMBL220 P22303 Acetylcholinesterase 88.42% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.00% 95.58%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.92% 97.29%
CHEMBL4302 P08183 P-glycoprotein 1 86.62% 92.98%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.08% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.97% 96.47%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 85.71% 98.46%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.91% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.67% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 84.06% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.93% 95.50%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.40% 97.86%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.87% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.43% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.42% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.86% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.47% 89.00%
CHEMBL333 P08253 Matrix metalloproteinase-2 81.47% 96.31%
CHEMBL242 Q92731 Estrogen receptor beta 81.45% 98.35%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.90% 92.94%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.04% 92.32%

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.
Anemarrhena asphodeloides
Disporopsis pernyi
Solanum melongena
Yucca gigantea
Yucca schidigera

Cross-Links

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PubChem 4483043
NPASS NPC160622
LOTUS LTS0067960
wikiData Q105257125