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(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-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 46af9cf8-4360-489b-b178-119dd4a139dd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC56C4(CCC7(C5CC(CC7)(C)C)CO6)C)C)C)O)OC8C(C(C(C(O8)CO)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(CC[C@@]7([C@H]5CC(CC7)(C)C)CO6)C)C)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
InChI InChI=1S/C42H68O12/c1-22-28(45)33(54-34-31(48)30(47)29(46)23(19-43)52-34)32(49)35(51-22)53-27-10-11-37(4)24(38(27,5)20-44)8-12-39(6)25(37)9-13-42-26-18-36(2,3)14-16-41(26,21-50-42)17-15-40(39,42)7/h9,13,22-35,43-49H,8,10-12,14-21H2,1-7H3/t22-,23-,24-,25-,26-,27+,28+,29-,30+,31-,32-,33+,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1
InChI Key WESAMQTYADEPGX-UTQQZZMZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O12
Molecular Weight 765.00 g/mol
Exact Mass 764.47107760 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.81
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-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 + 0.5804 58.04%
Caco-2 - 0.8717 87.17%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7179 71.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8311 83.11%
OATP1B3 inhibitior + 0.8941 89.41%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.6660 66.60%
P-glycoprotein inhibitior + 0.7492 74.92%
P-glycoprotein substrate - 0.5355 53.55%
CYP3A4 substrate + 0.7207 72.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8287 82.87%
CYP3A4 inhibition - 0.9600 96.00%
CYP2C9 inhibition - 0.8537 85.37%
CYP2C19 inhibition - 0.8470 84.70%
CYP2D6 inhibition - 0.9453 94.53%
CYP1A2 inhibition - 0.8953 89.53%
CYP2C8 inhibition + 0.6747 67.47%
CYP inhibitory promiscuity - 0.9105 91.05%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6290 62.90%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9111 91.11%
Skin irritation - 0.7074 70.74%
Skin corrosion - 0.9465 94.65%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7593 75.93%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6064 60.64%
skin sensitisation - 0.9159 91.59%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6877 68.77%
Acute Oral Toxicity (c) I 0.5879 58.79%
Estrogen receptor binding + 0.6936 69.36%
Androgen receptor binding + 0.7553 75.53%
Thyroid receptor binding - 0.5847 58.47%
Glucocorticoid receptor binding + 0.6310 63.10%
Aromatase binding + 0.6577 65.77%
PPAR gamma + 0.7150 71.50%
Honey bee toxicity - 0.6866 68.66%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9421 94.21%

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 98.41% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.15% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 95.79% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.06% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.23% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.82% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.20% 89.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 88.40% 92.78%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.66% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.21% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.19% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.03% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.56% 97.25%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.05% 93.04%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.50% 97.47%
CHEMBL1937 Q92769 Histone deacetylase 2 82.60% 94.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.53% 91.07%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.58% 97.53%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.82% 92.62%

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.
Verbascum sinaiticum

Cross-Links

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PubChem 101933143
LOTUS LTS0260700
wikiData Q105303438