Oregonin

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	80fd718e-a863-4cc8-ba01-90bc825fa2bb
Taxonomy	Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name	(5S)-1,7-bis(3,4-dihydroxyphenyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-3-one
SMILES (Canonical)	C1C(C(C(C(O1)OC(CCC2=CC(=C(C=C2)O)O)CC(=O)CCC3=CC(=C(C=C3)O)O)O)O)O
SMILES (Isomeric)	C1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H](CCC2=CC(=C(C=C2)O)O)CC(=O)CCC3=CC(=C(C=C3)O)O)O)O)O
InChI	InChI=1S/C24H30O10/c25-15(5-1-13-3-7-17(26)19(28)9-13)11-16(6-2-14-4-8-18(27)20(29)10-14)34-24-23(32)22(31)21(30)12-33-24/h3-4,7-10,16,21-24,26-32H,1-2,5-6,11-12H2/t16-,21+,22-,23+,24-/m0/s1
InChI Key	AQRNEKDRSXYJIN-IRFILORWSA-N
Popularity	33 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₄H₃₀O₁₀
Molecular Weight	478.50 g/mol
Exact Mass	478.18389715 g/mol
Topological Polar Surface Area (TPSA)	177.00 Å²
XlogP	0.50
Atomic LogP (AlogP)	0.86
H-Bond Acceptor	10
H-Bond Donor	7
Rotatable Bonds	10

Synonyms

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55303-93-0

(5S)-1,7-bis(3,4-dihydroxyphenyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-3-one

CHEMBL464570

MEGxp0_001484

ACon1_001992

CHEBI:167768

DTXSID601318733

BDBM50478444

NSC799312

AKOS040762873

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	-	0.6193	61.93%
Caco-2	-	0.8726	87.26%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8367	83.67%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.8452	84.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	+	0.9506	95.06%
P-glycoprotein inhibitior	+	0.5730	57.30%
P-glycoprotein substrate	-	0.6257	62.57%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8192	81.92%
CYP3A4 inhibition	-	0.8052	80.52%
CYP2C9 inhibition	-	0.7771	77.71%
CYP2C19 inhibition	-	0.7142	71.42%
CYP2D6 inhibition	-	0.8733	87.33%
CYP1A2 inhibition	-	0.8136	81.36%
CYP2C8 inhibition	-	0.5785	57.85%
CYP inhibitory promiscuity	-	0.9066	90.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7493	74.93%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.8864	88.64%
Skin irritation	-	0.8213	82.13%
Skin corrosion	-	0.9641	96.41%
Ames mutagenesis	+	0.7022	70.22%
Human Ether-a-go-go-Related Gene inhibition	+	0.7580	75.80%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	-	0.7697	76.97%
skin sensitisation	-	0.8253	82.53%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9247	92.47%
Acute Oral Toxicity (c)	III	0.7243	72.43%
Estrogen receptor binding	+	0.8456	84.56%
Androgen receptor binding	+	0.6259	62.59%
Thyroid receptor binding	+	0.5409	54.09%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5231	52.31%
PPAR gamma	+	0.6942	69.42%
Honey bee toxicity	-	0.6918	69.18%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9244	92.44%

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	99.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.51%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.18%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.95%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.93%	90.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.12%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.08%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.54%	97.09%
CHEMBL2535	P11166	Glucose transporter	86.44%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.64%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.37%	89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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