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Licoricesaponin B2

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 313a255e-d4a7-4289-ae4d-da26b0eca5c3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bR)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)CC=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C
SMILES (Isomeric) C[C@]12CC[C@](C[C@H]1C3=CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)C)(C)C(=O)O
InChI InChI=1S/C42H64O15/c1-37(2)21-10-13-42(7)22(9-8-19-20-18-39(4,36(52)53)15-14-38(20,3)16-17-41(19,42)6)40(21,5)12-11-23(37)54-35-31(27(46)26(45)30(56-35)33(50)51)57-34-28(47)24(43)25(44)29(55-34)32(48)49/h8,20-31,34-35,43-47H,9-18H2,1-7H3,(H,48,49)(H,50,51)(H,52,53)/t20-,21-,22+,23-,24-,25-,26-,27-,28+,29-,30-,31+,34-,35+,38+,39-,40-,41+,42+/m0/s1
InChI Key BCNKILSUUHWRTG-JVHDORQOSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C42H64O15
Molecular Weight 808.90 g/mol
Exact Mass 808.42452133 g/mol
Topological Polar Surface Area (TPSA) 250.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 3.07
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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Licorice-saponin B2
11-Deoxoglycyrrhizin
KDK5Z8X5JE
Saponin B2, from licorice
UNII-KDK5Z8X5JE
118536-86-0
beta-D-Glucopyranosiduronic acid, (3beta,20beta)-20-carboxy-30-norolean-12-en-3-yl 2-o-beta-D-glucopyranuronosyl-
CHEMBL3314503
DTXSID501315950
(2S,3S,4S,5R,6R)-6-((2R,3R,4S,5S,6S)-2-(((3S,4AR,6AR,6BS,8AS,11S,12AR,14AR,14BR)-11-CARBOXY-4,4,6A,6B,8A,11,14B-HEPTAMETHYL-1,2,3,4A,5,6,7,8,9,10,12,12A,14,14A-TETRADECAHYDROPICEN-3-YL)OXY)-6-CARBOXY-4,5-DIHYDROXYOXAN-3-YL)OXY-3,4,5-TRIHYDROXYOXANE-2-CARBOXYLIC ACID
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Licoricesaponin B2

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8728 87.28%
Caco-2 - 0.8851 88.51%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8383 83.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7757 77.57%
OATP1B3 inhibitior - 0.3963 39.63%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6929 69.29%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7567 75.67%
P-glycoprotein substrate - 0.8220 82.20%
CYP3A4 substrate + 0.7087 70.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.8692 86.92%
CYP2C19 inhibition - 0.9112 91.12%
CYP2D6 inhibition - 0.9423 94.23%
CYP1A2 inhibition - 0.8358 83.58%
CYP2C8 inhibition + 0.7124 71.24%
CYP inhibitory promiscuity - 0.9568 95.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6106 61.06%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9092 90.92%
Skin irritation - 0.5295 52.95%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4161 41.61%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8115 81.15%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.4624 46.24%
Acute Oral Toxicity (c) IV 0.6130 61.30%
Estrogen receptor binding + 0.7670 76.70%
Androgen receptor binding + 0.7212 72.12%
Thyroid receptor binding - 0.7690 76.90%
Glucocorticoid receptor binding + 0.6965 69.65%
Aromatase binding + 0.6770 67.70%
PPAR gamma + 0.7555 75.55%
Honey bee toxicity - 0.7075 70.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9886 98.86%

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 94.04% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.20% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 91.36% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.98% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.69% 95.56%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 88.60% 94.78%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.66% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.20% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.96% 96.77%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.74% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.75% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 81.27% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.26% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.96% 100.00%

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.
Glycyrrhiza uralensis
Glycyrrhiza uralensis
Mitracarpus hirtus

Cross-Links

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PubChem 13457500
NPASS NPC309780
LOTUS LTS0114813
wikiData Q104923518