(2R,3R,4S,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: deaeef4b-1ef9-44be-a59e-c553a389c88c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
• IUPAC Name: (2R,3R,4S,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC=C(C=C5)O)O)O)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=CC4=C(C=C(C=C4[O+]=C3C5=CC=C(C=C5)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-10-19(31)21(33)23(35)26(38-10)37-9-18-20(32)22(34)24(36)27(41-18)40-17-8-14-15(30)6-13(29)7-16(14)39-25(17)11-2-4-12(28)5-3-11/h2-8,10,18-24,26-27,31-36H,9H2,1H3,(H2-,28,29,30)/p+1/t10-,18+,19-,20+,21-,22-,23+,24+,26+,27+/m0/s1
• InChI Key: IFYOHQQBIKDHFT-FPBZMTDJSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₁O₁₄+
• Molecular Weight: 579.50 g/mol
• Exact Mass: 579.17138066 g/mol
• Topological Polar Surface Area (TPSA): 220.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.47
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7741	77.41%
Caco-2	-	0.9118	91.18%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5948	59.48%
OATP2B1 inhibitior	-	0.5648	56.48%
OATP1B1 inhibitior	+	0.8815	88.15%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7555	75.55%
P-glycoprotein inhibitior	-	0.6391	63.91%
P-glycoprotein substrate	-	0.6147	61.47%
CYP3A4 substrate	+	0.6119	61.19%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8214	82.14%
CYP3A4 inhibition	-	0.9559	95.59%
CYP2C9 inhibition	-	0.8740	87.40%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.8473	84.73%
CYP2C8 inhibition	+	0.8283	82.83%
CYP inhibitory promiscuity	-	0.6892	68.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6103	61.03%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.8112	81.12%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.6507	65.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.3631	36.31%
Micronuclear	+	0.7118	71.18%
Hepatotoxicity	-	0.7574	75.74%
skin sensitisation	-	0.9237	92.37%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8948	89.48%
Acute Oral Toxicity (c)	III	0.6011	60.11%
Estrogen receptor binding	+	0.7689	76.89%
Androgen receptor binding	+	0.5571	55.71%
Thyroid receptor binding	+	0.6154	61.54%
Glucocorticoid receptor binding	+	0.6035	60.35%
Aromatase binding	+	0.6893	68.93%
PPAR gamma	+	0.7401	74.01%
Honey bee toxicity	-	0.8062	80.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.8635	86.35%

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	99.03%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.38%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.86%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.49%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.74%	94.00%
CHEMBL242	Q92731	Estrogen receptor beta	91.26%	98.35%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.53%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.24%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.01%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.10%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.20%	92.94%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.15%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	85.59%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	84.50%	94.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.32%	89.62%
CHEMBL226	P30542	Adenosine A1 receptor	82.69%	95.93%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	81.93%	96.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.64%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.34%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.61%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.20%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.10%	95.56%
CHEMBL3194	P02766	Transthyretin	80.09%	90.71%

Plants that contains it

• Petunia exserta

Cross-Links

• PubChem: 154497170
• LOTUS: LTS0079630
• wikiData: Q105112471