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Dihydrobaicalin

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 a254e3de-bd7c-4fa7-a05d-a2f96543e3bf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name (2S,3S,4S,5R,6S)-6-[[(2S)-5,6-dihydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) C1C(OC2=CC(=C(C(=C2C1=O)O)O)OC3C(C(C(C(O3)C(=O)O)O)O)O)C4=CC=CC=C4
SMILES (Isomeric) C1[C@H](OC2=CC(=C(C(=C2C1=O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O)C4=CC=CC=C4
InChI InChI=1S/C21H20O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-5,7,10,16-19,21,23-27H,6H2,(H,28,29)/t10-,16-,17-,18+,19-,21+/m0/s1
InChI Key UVNUGBQJLDGZKE-XDZPIWCFSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O11
Molecular Weight 448.40 g/mol
Exact Mass 448.10056145 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.08
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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CHEMBL467197
BDBM50250625
E80584
(2S)-5,6-Dihydroxy-7-(beta-D-glucurono pyranosyloxy)flavanone
56226-98-3

2D Structure

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2D Structure of Dihydrobaicalin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4876 48.76%
Caco-2 - 0.9372 93.72%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6413 64.13%
OATP2B1 inhibitior - 0.5224 52.24%
OATP1B1 inhibitior + 0.9262 92.62%
OATP1B3 inhibitior + 0.9826 98.26%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5612 56.12%
P-glycoprotein inhibitior - 0.7889 78.89%
P-glycoprotein substrate - 0.9224 92.24%
CYP3A4 substrate + 0.5619 56.19%
CYP2C9 substrate - 0.8200 82.00%
CYP2D6 substrate - 0.8585 85.85%
CYP3A4 inhibition - 0.7087 70.87%
CYP2C9 inhibition - 0.6268 62.68%
CYP2C19 inhibition - 0.8335 83.35%
CYP2D6 inhibition - 0.9041 90.41%
CYP1A2 inhibition - 0.8388 83.88%
CYP2C8 inhibition + 0.7222 72.22%
CYP inhibitory promiscuity - 0.8476 84.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6381 63.81%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.7964 79.64%
Skin irritation - 0.6985 69.85%
Skin corrosion - 0.9425 94.25%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6028 60.28%
Micronuclear + 0.8459 84.59%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8918 89.18%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6679 66.79%
Acute Oral Toxicity (c) II 0.3223 32.23%
Estrogen receptor binding + 0.8343 83.43%
Androgen receptor binding + 0.5375 53.75%
Thyroid receptor binding - 0.4903 49.03%
Glucocorticoid receptor binding + 0.6169 61.69%
Aromatase binding + 0.5491 54.91%
PPAR gamma + 0.7057 70.57%
Honey bee toxicity - 0.8262 82.62%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9256 92.56%

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 99.28% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.71% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.28% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.68% 86.33%
CHEMBL2581 P07339 Cathepsin D 92.77% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.16% 95.64%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.09% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.86% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.17% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.32% 95.89%

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.
Scutellaria amoena
Scutellaria baicalensis
Scutellaria galericulata
Scutellaria lateriflora
Scutellaria scandens

Cross-Links

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PubChem 14135325
NPASS NPC268533
LOTUS LTS0117574
wikiData Q104395979