Thalictoside

Details

• Internal ID: 081a026c-3f05-4108-a1fa-540602e416f9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(2-nitroethyl)phenoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1CC[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C14H19NO8/c16-7-10-11(17)12(18)13(19)14(23-10)22-9-3-1-8(2-4-9)5-6-15(20)21/h1-4,10-14,16-19H,5-7H2/t10-,11-,12+,13-,14-/m1/s1
• InChI Key: JRSACOBIDKCJGV-RKQHYHRCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₈
• Molecular Weight: 329.30 g/mol
• Exact Mass: 329.11106656 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7383	73.83%
Caco-2	-	0.8497	84.97%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6029	60.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6537	65.37%
P-glycoprotein inhibitior	-	0.9186	91.86%
P-glycoprotein substrate	-	0.9431	94.31%
CYP3A4 substrate	+	0.5563	55.63%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8469	84.69%
CYP3A4 inhibition	-	0.9209	92.09%
CYP2C9 inhibition	-	0.7164	71.64%
CYP2C19 inhibition	-	0.7602	76.02%
CYP2D6 inhibition	-	0.8130	81.30%
CYP1A2 inhibition	-	0.6538	65.38%
CYP2C8 inhibition	-	0.7419	74.19%
CYP inhibitory promiscuity	-	0.8028	80.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5645	56.45%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9797	97.97%
Skin irritation	-	0.7283	72.83%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5447	54.47%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8372	83.72%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6939	69.39%
Acute Oral Toxicity (c)	III	0.5855	58.55%
Estrogen receptor binding	-	0.6236	62.36%
Androgen receptor binding	-	0.6044	60.44%
Thyroid receptor binding	+	0.5495	54.95%
Glucocorticoid receptor binding	-	0.5593	55.93%
Aromatase binding	-	0.7338	73.38%
PPAR gamma	+	0.6502	65.02%
Honey bee toxicity	-	0.6678	66.78%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	-	0.7469	74.69%

Targets

Proven Targets:

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	94.27%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.02%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.87%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.86%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.17%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.16%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.72%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.64%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.38%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	86.96%	94.73%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.28%	92.88%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.23%	91.24%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.47%	93.81%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.39%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.40%	94.80%

Plants that contains it

• Alstonia angustiloba
• Amphiachyris dracunculoides
• Annona cherimola
• Aristolochia gehrtii
• Baccharis grandicapitulata
• Beesia calthifolia
• Boschniakia rossica
• Botrychium ternatum
• Bursera kerberi
• Clerodendrum trichotomum
• Clinacanthus nutans
• Crotalaria stolzii
• Curcuma aeruginosa
• Delphinium giraldii
• Epimedium diphyllum
• Epimedium grandiflorum
• Epimedium hunanense
• Epimedium pubescens
• Eucalyptus albens
• Euonymus fortunei
• Euploca racemosa
• Hedysarum gmelinii
• Helenium integrifolium
• Juniperus scopulorum
• Lasianthaea podocephala
• Lindera praecox
• Lupinus cosentinii
• Melampodium leucanthum
• Myrica pensylvanica
• Neopallasia pectinata
• Ocotea velloziana
• Papaver pseudocanescens
• Pellacalyx axillaris
• Peperomia filiformis
• Phlomis crinita
• Psidium acutangulum
• Pyrolirion flavum
• Renealmia alpinia
• Rhododendron mucronulatum
• Sagittaria trifolia
• Seseli libanotis
• Sideritis dasygnaphala
• Stellaria media
• Tephroseris kirilowii
• Tephroseris palustris
• Thalictrum aquilegiifolium

Cross-Links

• PubChem: 21629843
• NPASS: NPC310532
• LOTUS: LTS0107844
• wikiData: Q104396247