Nitensoside A

Details

• Internal ID: 309c6c65-df8c-45e8-a0f3-218a1dd7d60f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C=C4C(=C3O)C(=O)C=C(O4)C5=CC=C(C=C5)O)OC)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C=C4C(=C3O)C(=O)C=C(O4)C5=CC=C(C=C5)O)OC)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O15/c1-10-19(31)22(34)24(36)27(40-10)39-9-17-20(32)23(35)25(37)28(42-17)43-26-16(38-2)8-15-18(21(26)33)13(30)7-14(41-15)11-3-5-12(29)6-4-11/h3-8,10,17,19-20,22-25,27-29,31-37H,9H2,1-2H3/t10-,17+,19-,20+,22+,23-,24+,25+,27+,28-/m0/s1
• InChI Key: IAXGLXFIQSEJPB-MBHQVIDASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.8950	89.50%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	-	0.3537	35.37%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4539	45.39%
P-glycoprotein inhibitior	-	0.5887	58.87%
P-glycoprotein substrate	+	0.6767	67.67%
CYP3A4 substrate	+	0.6146	61.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.8142	81.42%
CYP inhibitory promiscuity	-	0.6670	66.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9264	92.64%
Skin irritation	-	0.8249	82.49%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4310	43.10%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9573	95.73%
Acute Oral Toxicity (c)	III	0.6904	69.04%
Estrogen receptor binding	+	0.8009	80.09%
Androgen receptor binding	+	0.6481	64.81%
Thyroid receptor binding	+	0.5388	53.88%
Glucocorticoid receptor binding	+	0.6824	68.24%
Aromatase binding	+	0.5722	57.22%
PPAR gamma	+	0.7403	74.03%
Honey bee toxicity	-	0.7187	71.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8477	84.77%

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	99.44%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.05%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.87%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.87%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.51%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.51%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.71%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.03%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.94%	94.73%
CHEMBL3194	P02766	Transthyretin	85.73%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.44%	95.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.22%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.43%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.23%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.69%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.14%	97.36%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.11%	94.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.12%	96.21%

Plants that contains it

• Pterogyne nitens

Cross-Links

• PubChem: 24881306
• LOTUS: LTS0118714
• wikiData: Q105036332