Orientin

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	75046a19-5ad4-4939-bdeb-d3e2262ac6d0
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
IUPAC Name	2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
SMILES (Canonical)	C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(C(C(C(O4)CO)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI	InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1
InChI Key	PLAPMLGJVGLZOV-VPRICQMDSA-N
Popularity	233 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₁H₂₀O₁₁
Molecular Weight	448.40 g/mol
Exact Mass	448.10056145 g/mol
Topological Polar Surface Area (TPSA)	197.00 Å²
XlogP	-0.20
Atomic LogP (AlogP)	-0.20
H-Bond Acceptor	11
H-Bond Donor	8
Rotatable Bonds	3

Synonyms

Top

28608-75-5

Lutexin

Luteolin-8-glucoside

Luteolin 8-C-glucoside

Orientine

Orientin (Flavone)

Luteolin 8-glucoside

UNII-IAX93XCW6C

8-beta-D-glucosylluteolin

IAX93XCW6C

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	+	0.6665	66.65%
Caco-2	-	0.8974	89.74%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5728	57.28%
OATP2B1 inhibitior	+	0.5939	59.39%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5421	54.21%
P-glycoprotein inhibitior	-	0.6960	69.60%
P-glycoprotein substrate	-	0.8345	83.45%
CYP3A4 substrate	+	0.5432	54.32%
CYP2C9 substrate	-	0.6301	63.01%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9240	92.40%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8355	83.55%
CYP2C8 inhibition	+	0.5644	56.44%
CYP inhibitory promiscuity	-	0.7806	78.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7252	72.52%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.7383	73.83%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.6365	63.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.7696	76.96%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7370	73.70%
Acute Oral Toxicity (c)	IV	0.3746	37.46%
Estrogen receptor binding	+	0.6995	69.95%
Androgen receptor binding	+	0.7634	76.34%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7147	71.47%
Aromatase binding	-	0.4850	48.50%
PPAR gamma	+	0.6676	66.76%
Honey bee toxicity	-	0.7498	74.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6921	69.21%

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	99.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.07%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.37%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	90.04%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.22%	94.00%
CHEMBL308	P06493	Cyclin-dependent kinase 1	88.99%	91.73%
CHEMBL3401	O75469	Pregnane X receptor	88.87%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	87.50%	89.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.04%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.76%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.79%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.61%	96.21%

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.

PubChem	5281675
NPASS	NPC117418
LOTUS	LTS0172349
wikiData	Q421676

Orientin

Table of Contents

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties (via admetSAR 2)

Targets

Proven Targets:

Predicted Targets (via Super-PRED):

Plants that contains it

Cross-Links