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(2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[[(1S,2R,5R,7S,10S,11R,12S,15S,16S,17R,20S,21S,23R)-12-hydroxy-20-(hydroxymethyl)-1,2,6,6,10,16,17-heptamethyl-22-oxahexacyclo[12.9.0.02,11.05,10.015,20.021,23]tricos-13-en-7-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-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 a4abf94c-26da-4a36-8fea-24862e673c21
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[[(1S,2R,5R,7S,10S,11R,12S,15S,16S,17R,20S,21S,23R)-12-hydroxy-20-(hydroxymethyl)-1,2,6,6,10,16,17-heptamethyl-22-oxahexacyclo[12.9.0.02,11.05,10.015,20.021,23]tricos-13-en-7-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C1C)C3=CC(C4C5(CCC(C(C5CCC4(C3(C6C2O6)C)C)(C)C)OC7C(C(C(C(O7)C)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)C)O)CO
SMILES (Isomeric) C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C3=C[C@@H]([C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3([C@@H]6[C@H]2O6)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)C)O)CO
InChI InChI=1S/C47H76O17/c1-19-9-14-47(18-49)28(20(19)2)22-15-23(50)37-44(6)12-11-27(43(4,5)26(44)10-13-45(37,7)46(22,8)38-39(47)64-38)61-41-35(32(55)29(52)21(3)59-41)63-42-36(33(56)31(54)25(16-48)60-42)62-40-34(57)30(53)24(51)17-58-40/h15,19-21,23-42,48-57H,9-14,16-18H2,1-8H3/t19-,20+,21-,23+,24-,25-,26+,27+,28+,29+,30+,31-,32+,33+,34-,35-,36-,37-,38+,39-,40+,41+,42+,44+,45-,46+,47-/m1/s1
InChI Key FMFFBDMNMHFSEA-KGALZOEKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C47H76O17
Molecular Weight 913.10 g/mol
Exact Mass 912.50825095 g/mol
Topological Polar Surface Area (TPSA) 270.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.09
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[[(1S,2R,5R,7S,10S,11R,12S,15S,16S,17R,20S,21S,23R)-12-hydroxy-20-(hydroxymethyl)-1,2,6,6,10,16,17-heptamethyl-22-oxahexacyclo[12.9.0.02,11.05,10.015,20.021,23]tricos-13-en-7-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-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 + 0.7235 72.35%
Caco-2 - 0.8941 89.41%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7257 72.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7648 76.48%
OATP1B3 inhibitior - 0.2332 23.32%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.5353 53.53%
P-glycoprotein inhibitior + 0.7505 75.05%
P-glycoprotein substrate + 0.5077 50.77%
CYP3A4 substrate + 0.7367 73.67%
CYP2C9 substrate - 0.8034 80.34%
CYP2D6 substrate - 0.8362 83.62%
CYP3A4 inhibition - 0.9376 93.76%
CYP2C9 inhibition - 0.7641 76.41%
CYP2C19 inhibition - 0.8402 84.02%
CYP2D6 inhibition - 0.9273 92.73%
CYP1A2 inhibition - 0.8466 84.66%
CYP2C8 inhibition + 0.7005 70.05%
CYP inhibitory promiscuity - 0.9600 96.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6439 64.39%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.6692 66.92%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.6191 61.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7580 75.80%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6906 69.06%
skin sensitisation - 0.8572 85.72%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.9121 91.21%
Acute Oral Toxicity (c) III 0.6120 61.20%
Estrogen receptor binding + 0.7864 78.64%
Androgen receptor binding + 0.7373 73.73%
Thyroid receptor binding - 0.5739 57.39%
Glucocorticoid receptor binding + 0.6497 64.97%
Aromatase binding + 0.6628 66.28%
PPAR gamma + 0.7670 76.70%
Honey bee toxicity - 0.6306 63.06%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9278 92.78%

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 99.25% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.33% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.86% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.41% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.19% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.11% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 88.98% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.88% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.19% 89.00%
CHEMBL2581 P07339 Cathepsin D 86.78% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.85% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.53% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.90% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.89% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.84% 95.50%
CHEMBL5028 O14672 ADAM10 82.30% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.70% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.14% 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.
Bupleurum rotundifolium

Cross-Links

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PubChem 163023177
LOTUS LTS0270327
wikiData Q104997814