Isorhamnetin 3,4'-diglucoside

Details

• Internal ID: a2bff02d-9074-43ad-a789-e4e4aa8315de
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C28H32O17/c1-40-13-4-9(2-3-12(13)42-27-23(38)21(36)18(33)15(7-29)43-27)25-26(20(35)17-11(32)5-10(31)6-14(17)41-25)45-28-24(39)22(37)19(34)16(8-30)44-28/h2-6,15-16,18-19,21-24,27-34,36-39H,7-8H2,1H3/t15-,16-,18-,19-,21+,22+,23-,24-,27-,28+/m1/s1
• InChI Key: VKVBSQRURLRCHO-QDYVESOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₇
• Molecular Weight: 640.50 g/mol
• Exact Mass: 640.16394955 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.76
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

• 28288-98-4
• Isorhamnetin 3,4'-diglucoside
• MEGxp0_001950
• CHEMBL4640757
• Isorhamnetin, 3,4'-diglucoside
• ACon1_001632
• CHEBI:192427
• DTXSID201306384
• Isorhamnetin-3-Glucoside-4'-Glucoside
• NCGC00180306-01
• BRD-K58052696-001-01-4
• Q63395425
• 5,7-dihydroxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	-	0.9136	91.36%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6742	67.42%
P-glycoprotein inhibitior	-	0.4703	47.03%
P-glycoprotein substrate	-	0.6088	60.88%
CYP3A4 substrate	+	0.6360	63.60%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	+	0.8758	87.58%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9150	91.50%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6924	69.24%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8135	81.35%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	+	0.5665	56.65%
Thyroid receptor binding	-	0.5165	51.65%
Glucocorticoid receptor binding	+	0.6430	64.30%
Aromatase binding	+	0.5334	53.34%
PPAR gamma	+	0.6995	69.95%
Honey bee toxicity	-	0.7688	76.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	+	0.6698	66.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.40%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.34%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.30%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.29%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.96%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.99%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.74%	85.14%
CHEMBL220	P22303	Acetylcholinesterase	91.51%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.99%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.60%	94.73%
CHEMBL3194	P02766	Transthyretin	86.31%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.19%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.82%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.46%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.42%	96.21%
CHEMBL4208	P20618	Proteasome component C5	81.22%	90.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.91%	95.53%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.64%	99.15%

Plants that contains it

• Anoectochilus formosanus
• Crocus chrysanthus
• Hedysarum setigerum
• Zea mays

Cross-Links

• PubChem: 11802256
• NPASS: NPC236221
• LOTUS: LTS0022429
• wikiData: Q63395425