Torachrysone 8-O-Glucoside

Details

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Internal ID 3f2952d1-5bda-4c87-9416-ee83a6d6077d
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 1-[1-hydroxy-6-methoxy-3-methyl-8-[(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)OC3C(C(C(C(O3)CO)O)O)O)OC
SMILES (Isomeric) CC1=CC2=CC(=CC(=C2C(=C1C(=O)C)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC
InChI InChI=1S/C20H24O9/c1-8-4-10-5-11(27-3)6-12(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 GHKWPHRULCFTBB-CZNQJBLBSA-N
Popularity 4 references 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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64032-49-1
Torachrysone-8-O-b-D-glucoside
Torachrysone8-O-glucoside
CHEMBL109330
DTXSID401289219
1-[1-hydroxy-6-methoxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone
HY-N1141
AKOS032962455
Torachrysone-8-O-beta-D-glucopyranoside
MS-27011
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Torachrysone 8-O-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 - 0.7346 73.46%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5102 51.02%
OATP2B1 inhibitior - 0.7074 70.74%
OATP1B1 inhibitior + 0.8460 84.60%
OATP1B3 inhibitior + 0.9414 94.14%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5802 58.02%
P-glycoprotein inhibitior - 0.7776 77.76%
P-glycoprotein substrate - 0.7958 79.58%
CYP3A4 substrate + 0.5808 58.08%
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 + 0.4903 49.03%
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 - 0.8815 88.15%
Skin irritation - 0.8401 84.01%
Skin corrosion - 0.9667 96.67%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3723 37.23%
Micronuclear + 0.5833 58.33%
Hepatotoxicity - 0.7037 70.37%
skin sensitisation - 0.9272 92.72%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.7494 74.94%
Acute Oral Toxicity (c) III 0.6818 68.18%
Estrogen receptor binding + 0.6936 69.36%
Androgen receptor binding - 0.5781 57.81%
Thyroid receptor binding + 0.5268 52.68%
Glucocorticoid receptor binding + 0.6469 64.69%
Aromatase binding + 0.6876 68.76%
PPAR gamma + 0.6575 65.75%
Honey bee toxicity - 0.8469 84.69%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7300 73.00%
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%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.96% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.64% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.25% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.70% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 93.43% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.96% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.21% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.17% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.44% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.44% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.13% 97.36%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.24% 95.50%
CHEMBL4208 P20618 Proteasome component C5 83.03% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.57% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.09% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.10% 97.21%

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.
Aconitum seravschanicum
Adansonia grandidieri
Albizia myriophylla
Alkekengi officinarum
Amphorogyne spicata
Anaphalis lactea
Anchusa azurea
Aphyllocladus denticulatus
Balanophora laxiflora
Bassia muricata
Benincasa hispida
Carduus tenuiflorus
Chaiturus marrubiastrum
Cryptochilus strictus
Degenia velebitica
Delphinium nuttallianum
Delphinium virgatum
Dendriopoterium menendezii
Dianthera secunda
Dillenia indica
Dipsacus dipsacoides
Dodonaea viscosa
Dysoxylum cumingianum
Enceliopsis argophylla
Erythrophleum ivorense
Flacourtia jangomas
Galatella sedifolia subsp. sedifolia
Glycyrrhiza uralensis
Grangea maderaspatana
Helichrysum chionosphaerum
Jacquemontia paniculata
Lavandula angustifolia subsp. pyrenaica
Leptocereus quadricostatus
Lespedeza tomentosa
Lupinus argenteus subsp. argenteus
Mandragora officinarum
Metrodorea nigra
Miliusa velutina
Mitracarpus hirtus
Neobalanocarpus heimii
Nepeta granatensis
Onobrychis arenaria
Petunia inflata
Phedimus selskanianus
Photinia serratifolia
Pittocaulon praecox
Psychotria stachyoides
Quercus rubra
Reynoutria japonica
Reynoutria multiflora
Rheum australe
Rheum officinale
Rheum palmatum
Rheum rhabarbarum
Rheum tanguticum
Rosa villosa
Rumex hastatus
Rumex nepalensis
Rumex patientia
Salvia greggii
Senecio behnii
Senecio subdentatus
Senna alexandrina
Senna tora
Sticherus quadripartitus
Tagetes filifolia
Tanacetum coccineum
Teucrium yemense
Trichotosia mollis
Verbascum densiflorum

Cross-Links

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PubChem 11972479
NPASS NPC178851
LOTUS LTS0035712
wikiData Q105008593