Anadanthoside

Details

• Internal ID: a1361f73-e3c9-4695-8905-f2b6ba19ef82
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: (2S,3S,4R)-2-[[(2R,3S)-2-(3,4-dihydroxyphenyl)-7-hydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): C1C(C(OC2=C1C=CC(=C2)O)C3=CC(=C(C=C3)O)O)OC4C(C(C(CO4)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C1C=CC(=C2)O)C3=CC(=C(C=C3)O)O)O[C@H]4[C@H]([C@@H](C(CO4)O)O)O
• InChI: InChI=1S/C20H22O9/c21-11-3-1-9-6-16(29-20-18(26)17(25)14(24)8-27-20)19(28-15(9)7-11)10-2-4-12(22)13(23)5-10/h1-5,7,14,16-26H,6,8H2/t14?,16-,17+,18-,19+,20-/m0/s1
• InChI Key: AAXSQJZTSPDAGW-DGLFJVASSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₉
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.12638228 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

• LMPK12020009

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5809	58.09%
Caco-2	-	0.8123	81.23%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5419	54.19%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.8733	87.33%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4931	49.31%
P-glycoprotein inhibitior	-	0.7326	73.26%
P-glycoprotein substrate	-	0.7655	76.55%
CYP3A4 substrate	+	0.6012	60.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7430	74.30%
CYP3A4 inhibition	-	0.9486	94.86%
CYP2C9 inhibition	-	0.9260	92.60%
CYP2C19 inhibition	-	0.8762	87.62%
CYP2D6 inhibition	-	0.8865	88.65%
CYP1A2 inhibition	-	0.9146	91.46%
CYP2C8 inhibition	+	0.5589	55.89%
CYP inhibitory promiscuity	-	0.8925	89.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.7694	76.94%
Skin irritation	-	0.7731	77.31%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6888	68.88%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8627	86.27%
Acute Oral Toxicity (c)	III	0.4858	48.58%
Estrogen receptor binding	+	0.5674	56.74%
Androgen receptor binding	-	0.5278	52.78%
Thyroid receptor binding	+	0.6485	64.85%
Glucocorticoid receptor binding	+	0.5597	55.97%
Aromatase binding	+	0.5664	56.64%
PPAR gamma	+	0.6487	64.87%
Honey bee toxicity	-	0.7185	71.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5650	56.50%
Fish aquatic toxicity	+	0.8002	80.02%

Targets

Proven Targets:

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	99.68%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.56%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.73%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.98%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.92%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.49%	99.15%
CHEMBL217	P14416	Dopamine D2 receptor	82.32%	95.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.24%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.93%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.69%	98.75%
CHEMBL4040	P28482	MAP kinase ERK2	81.68%	83.82%
CHEMBL2581	P07339	Cathepsin D	81.50%	98.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.45%	97.33%

Plants that contains it

• Anadenanthera colubrina

Cross-Links

• PubChem: 44257050
• LOTUS: LTS0110634
• wikiData: Q104908436