Tinnevellin glucoside

Details

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Internal ID 4c3bac2f-648a-4d59-9c08-6ddf4f8b3098
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 1-[1-hydroxy-8-methoxy-3-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone
SMILES (Canonical) CC1=CC2=CC(=CC(=C2C(=C1C(=O)C)O)OC)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) CC1=CC2=CC(=CC(=C2C(=C1C(=O)C)O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI InChI=1S/C20H24O9/c1-8-4-10-5-11(6-12(27-3)15(10)17(24)14(8)9(2)22)28-20-19(26)18(25)16(23)13(7-21)29-20/h4-6,13,16,18-21,23-26H,7H2,1-3H3/t13-,16-,18+,19-,20-/m1/s1
InChI Key FEZDDTIDMGTSLT-CZNQJBLBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H24O9
Molecular Weight 408.40 g/mol
Exact Mass 408.14203234 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.24
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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80358-06-1
1-[1-hydroxy-8-methoxy-3-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone
Ethanone, 1-(6-(beta-D-glucopyranosyloxy)-1-hydroxy-8-methoxy-3-methyl-2-naphthalenyl)-
1-(1-Hydroxy-8-methoxy-3-methyl-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)naphthalen-2-yl)ethanone
DTXSID30230272
HY-N4091
AKOS040760736
FS-7765
CS-0032094

2D Structure

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2D Structure of Tinnevellin glucoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5125 51.25%
Caco-2 - 0.7408 74.08%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5102 51.02%
OATP2B1 inhibitior - 0.7126 71.26%
OATP1B1 inhibitior + 0.8766 87.66%
OATP1B3 inhibitior + 0.9414 94.14%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6198 61.98%
P-glycoprotein inhibitior - 0.7538 75.38%
P-glycoprotein substrate - 0.7615 76.15%
CYP3A4 substrate + 0.5968 59.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8576 85.76%
CYP3A4 inhibition - 0.9058 90.58%
CYP2C9 inhibition - 0.9392 93.92%
CYP2C19 inhibition - 0.9248 92.48%
CYP2D6 inhibition - 0.9140 91.40%
CYP1A2 inhibition - 0.6850 68.50%
CYP2C8 inhibition + 0.5426 54.26%
CYP inhibitory promiscuity - 0.7832 78.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7292 72.92%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9377 93.77%
Skin irritation - 0.8401 84.01%
Skin corrosion - 0.9667 96.67%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5364 53.64%
Micronuclear + 0.5833 58.33%
Hepatotoxicity - 0.7968 79.68%
skin sensitisation - 0.9272 92.72%
Respiratory toxicity - 0.7111 71.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.7712 77.12%
Acute Oral Toxicity (c) III 0.6818 68.18%
Estrogen receptor binding + 0.6774 67.74%
Androgen receptor binding - 0.6641 66.41%
Thyroid receptor binding - 0.4909 49.09%
Glucocorticoid receptor binding + 0.5737 57.37%
Aromatase binding + 0.6583 65.83%
PPAR gamma + 0.5774 57.74%
Honey bee toxicity - 0.8129 81.29%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.7516 75.16%

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 98.98% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.41% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.16% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.52% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.36% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 91.42% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.09% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.05% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.69% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.29% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.10% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.07% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.96% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.73% 92.94%
CHEMBL220 P22303 Acetylcholinesterase 81.42% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.37% 99.15%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.07% 96.21%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.82% 95.50%
CHEMBL4208 P20618 Proteasome component C5 80.44% 90.00%

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.
Senna alexandrina

Cross-Links

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PubChem 157631
LOTUS LTS0116859
wikiData Q83110739