Wallichinine

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	d055448f-1410-4ef1-a45d-caca229b4acf
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
IUPAC Name	4-[(E)-1-(3,4-dimethoxyphenyl)prop-1-en-2-yl]-4,5-dimethoxy-2-prop-2-enylcyclohexa-2,5-dien-1-one
SMILES (Canonical)	CC(=CC1=CC(=C(C=C1)OC)OC)C2(C=C(C(=O)C=C2OC)CC=C)OC
SMILES (Isomeric)	C/C(=C\C1=CC(=C(C=C1)OC)OC)/C2(C=C(C(=O)C=C2OC)CC=C)OC
InChI	InChI=1S/C22H26O5/c1-7-8-17-14-22(27-6,21(26-5)13-18(17)23)15(2)11-16-9-10-19(24-3)20(12-16)25-4/h7,9-14H,1,8H2,2-6H3/b15-11+
InChI Key	VKYZYTYFGUQBLS-RVDMUPIBSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₆O₅
Molecular Weight	370.40 g/mol
Exact Mass	370.17802393 g/mol
Topological Polar Surface Area (TPSA)	54.00 Å²
XlogP	4.00
Atomic LogP (AlogP)	4.11
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	8

Synonyms

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125292-97-9

Wallichinine D

4-[(E)-1-(3,4-dimethoxyphenyl)prop-1-en-2-yl]-4,5-dimethoxy-2-prop-2-enylcyclohexa-2,5-dien-1-one

CHEMBL609160

AKOS032948274

AKOS040762639

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	+	0.9958	99.58%
Caco-2	+	0.8475	84.75%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8086	80.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8099	80.99%
P-glycoprotein inhibitior	+	0.8063	80.63%
P-glycoprotein substrate	-	0.7174	71.74%
CYP3A4 substrate	+	0.5914	59.14%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.7918	79.18%
CYP3A4 inhibition	+	0.7553	75.53%
CYP2C9 inhibition	-	0.7814	78.14%
CYP2C19 inhibition	+	0.8836	88.36%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	+	0.7105	71.05%
CYP2C8 inhibition	+	0.5921	59.21%
CYP inhibitory promiscuity	+	0.8684	86.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7732	77.32%
Carcinogenicity (trinary)	Non-required	0.6359	63.59%
Eye corrosion	-	0.9432	94.32%
Eye irritation	-	0.7433	74.33%
Skin irritation	-	0.7824	78.24%
Skin corrosion	-	0.9729	97.29%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7621	76.21%
Micronuclear	-	0.5508	55.08%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	-	0.6322	63.22%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5624	56.24%
Acute Oral Toxicity (c)	III	0.6136	61.36%
Estrogen receptor binding	+	0.8828	88.28%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	+	0.7100	71.00%
Glucocorticoid receptor binding	+	0.7845	78.45%
Aromatase binding	+	0.7963	79.63%
PPAR gamma	+	0.5987	59.87%
Honey bee toxicity	-	0.7786	77.86%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9923	99.23%

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
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.85%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.03%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.14%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.45%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.08%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.15%	91.07%
CHEMBL4208	P20618	Proteasome component C5	86.78%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.27%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.23%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.70%	99.17%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	82.69%	97.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.19%	92.94%
CHEMBL3524	P56524	Histone deacetylase 4	80.61%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.57%	95.89%

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.