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Gentirigeoside B

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 dfd41f81-798b-4ebf-b6bd-ee8efe43c9de
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,4S,5S)-2-[(3S,4S,5R,8R,9R,10R,13R,14R,17S)-3-[(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-4-(hydroxymethyl)-4,8,10,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid
SMILES (Canonical) CC1(C(C(CC(O1)(C2CCC3(C2CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)C(=O)O)O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]([C@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H]([C@]4(C)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)[C@@]7(C[C@@H]([C@@H](C(O7)(C)C)O)O)C(=O)O
InChI InChI=1S/C42H70O17/c1-37(2)33(52)21(46)15-42(59-37,36(53)54)20-9-13-40(5)19(20)7-8-25-38(3)12-11-26(39(4,18-45)24(38)10-14-41(25,40)6)57-35-32(30(50)28(48)23(17-44)56-35)58-34-31(51)29(49)27(47)22(16-43)55-34/h19-35,43-52H,7-18H2,1-6H3,(H,53,54)/t19-,20+,21+,22-,23-,24-,25-,26+,27-,28-,29+,30+,31-,32-,33+,34+,35+,38+,39-,40-,41-,42+/m1/s1
InChI Key KNUUVFFIXUPTJZ-NHCLQTPTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H70O17
Molecular Weight 847.00 g/mol
Exact Mass 846.46130076 g/mol
Topological Polar Surface Area (TPSA) 286.00 Ų
XlogP 1.10
Atomic LogP (AlogP) -0.60
H-Bond Acceptor 16
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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CHEMBL373433

2D Structure

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2D Structure of Gentirigeoside B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6739 67.39%
Caco-2 - 0.8879 88.79%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7997 79.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8475 84.75%
OATP1B3 inhibitior + 0.8901 89.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7287 72.87%
BSEP inhibitior - 0.7496 74.96%
P-glycoprotein inhibitior + 0.7455 74.55%
P-glycoprotein substrate - 0.6406 64.06%
CYP3A4 substrate + 0.7363 73.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8809 88.09%
CYP3A4 inhibition - 0.9186 91.86%
CYP2C9 inhibition - 0.8887 88.87%
CYP2C19 inhibition - 0.9086 90.86%
CYP2D6 inhibition - 0.9588 95.88%
CYP1A2 inhibition - 0.9272 92.72%
CYP2C8 inhibition + 0.5960 59.60%
CYP inhibitory promiscuity - 0.9674 96.74%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6885 68.85%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.6974 69.74%
Skin corrosion - 0.9528 95.28%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3673 36.73%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.9346 93.46%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.5949 59.49%
Acute Oral Toxicity (c) I 0.6197 61.97%
Estrogen receptor binding + 0.7435 74.35%
Androgen receptor binding + 0.7650 76.50%
Thyroid receptor binding - 0.5998 59.98%
Glucocorticoid receptor binding + 0.6128 61.28%
Aromatase binding + 0.6509 65.09%
PPAR gamma + 0.7225 72.25%
Honey bee toxicity - 0.7240 72.40%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.8680 86.80%

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 96.49% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.35% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.59% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.43% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 87.03% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.02% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.70% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.95% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.80% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.20% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.91% 89.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.82% 97.86%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.18% 100.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 82.26% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.68% 99.17%
CHEMBL5028 O14672 ADAM10 81.37% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.22% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.61% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.57% 100.00%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 80.55% 91.83%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.08% 93.00%

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.
Gentiana crassa subsp. rigescens

Cross-Links

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PubChem 44422965
NPASS NPC100630
LOTUS LTS0229404
wikiData Q105143593