Isorhamnetin-3-O-neohespeidoside

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	6a6eda87-71bc-4a78-be87-7c4a46b6ecb2
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name	3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
SMILES (Canonical)	CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)CO)O)O)O)O)O
SMILES (Isomeric)	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)CO)O)O)O)O)O
InChI	InChI=1S/C28H32O16/c1-9-18(33)21(36)23(38)27(40-9)44-26-22(37)19(34)16(8-29)42-28(26)43-25-20(35)17-13(32)6-11(30)7-15(17)41-24(25)10-3-4-12(31)14(5-10)39-2/h3-7,9,16,18-19,21-23,26-34,36-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,26+,27-,28-/m0/s1
InChI Key	QHLKSZBFIJJREC-SPSUIZEHSA-N
Popularity	3 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₈H₃₂O₁₆
Molecular Weight	624.50 g/mol
Exact Mass	624.16903493 g/mol
Topological Polar Surface Area (TPSA)	255.00 Å²
XlogP	-0.40
Atomic LogP (AlogP)	-1.38
H-Bond Acceptor	16
H-Bond Donor	9
Rotatable Bonds	7

Synonyms

Top

Isorhamnetin-3-O-neohespeidoside

Isorhamnetin-3-O-nehesperidine

Isorhamnetin 3-O-neohesperoside

CALENDOFLAVOSIDE

Isorhamnetin 3-O-neohesperidin

isorhamnetin 3-O-neohesperidoside

3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

Isorhamnetin 3-O-neohespeidoside

Isorhamnetin 3-neohesperoside

CHEMBL442566

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5074	50.74%
Caco-2	-	0.9152	91.52%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6238	62.38%
OATP2B1 inhibitior	-	0.5803	58.03%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7823	78.23%
P-glycoprotein inhibitior	-	0.5879	58.79%
P-glycoprotein substrate	+	0.5410	54.10%
CYP3A4 substrate	+	0.6646	66.46%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8862	88.62%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.9329	93.29%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.8416	84.16%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7238	72.38%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9166	91.66%
Skin irritation	-	0.8305	83.05%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.6665	66.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.4260	42.60%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9389	93.89%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9160	91.60%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.8495	84.95%
Androgen receptor binding	+	0.5774	57.74%
Thyroid receptor binding	+	0.5186	51.86%
Glucocorticoid receptor binding	+	0.6308	63.08%
Aromatase binding	+	0.6113	61.13%
PPAR gamma	+	0.7357	73.57%
Honey bee toxicity	-	0.7114	71.14%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7522	75.22%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.38%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.63%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.74%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.03%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.86%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	91.75%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.68%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.07%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.52%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	88.21%	94.73%
CHEMBL3194	P02766	Transthyretin	86.54%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.36%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.42%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.33%	85.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.00%	95.78%
CHEMBL4208	P20618	Proteasome component C5	81.80%	90.00%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Calendula officinalis

Platycodon grandiflorus