Cichoriin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	454e0b0f-a651-4f0f-a83a-d8e230385746
Taxonomy	Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
IUPAC Name	6-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
SMILES (Canonical)	C1=CC(=O)OC2=CC(=C(C=C21)O)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric)	C1=CC(=O)OC2=CC(=C(C=C21)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI	InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-4-8-6(3-7(9)17)1-2-11(18)22-8/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+,14-,15-/m1/s1
InChI Key	WNBCMONIPIJTSB-TVKJYDDYSA-N
Popularity	4 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₁₆O₉
Molecular Weight	340.28 g/mol
Exact Mass	340.07943208 g/mol
Topological Polar Surface Area (TPSA)	146.00 Å²
XlogP	-0.60
Atomic LogP (AlogP)	-1.32
H-Bond Acceptor	9
H-Bond Donor	5
Rotatable Bonds	3

Synonyms

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531-58-8

Cichorioside

UNII-5T3VO03BTR

5T3VO03BTR

CICHORIN

7-(beta-D-Glucopyranosyloxy)-6-hydroxy-2H-1-benzopyran-2-one

6-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

C09206

2H-1-Benzopyran-2-one, 7-(beta-D-glucopyranosyloxy)-6-hydroxy-

6-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

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

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5923	59.23%
Caco-2	-	0.9111	91.11%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5362	53.62%
OATP2B1 inhibitior	-	0.6999	69.99%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9349	93.49%
P-glycoprotein inhibitior	-	0.9384	93.84%
P-glycoprotein substrate	-	0.9214	92.14%
CYP3A4 substrate	-	0.5463	54.63%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.9207	92.07%
CYP2C9 inhibition	-	0.9414	94.14%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.7846	78.46%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.6934	69.34%
Skin irritation	-	0.7983	79.83%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7028	70.28%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7012	70.12%
Acute Oral Toxicity (c)	III	0.4513	45.13%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5515	55.15%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6269	62.69%
Aromatase binding	+	0.5749	57.49%
PPAR gamma	+	0.5604	56.04%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7099	70.99%
Fish aquatic toxicity	+	0.7790	77.90%

Targets

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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	98.75%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	93.71%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.02%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.60%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.77%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.79%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.78%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.29%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.82%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.64%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.68%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.26%	99.15%

Plants that contains it

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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.

Agathosma scaberula

Althaea officinalis

Aniba rosodora

Balanophora harlandii

Fraxinus chinensis subsp. rhynchophylla