Longistyline D

Details

• Internal ID: f2714d48-211d-41ff-b64a-82c82d521c81
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4,6-bis(3-methylbut-2-enyl)-5-[(E)-2-phenylethenyl]benzene-1,3-diol
• SMILES (Canonical): CC(=CCC1=C(C(=C(C=C1O)O)CC=C(C)C)C=CC2=CC=CC=C2)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C(C=C1O)O)CC=C(C)C)/C=C/C2=CC=CC=C2)C
• InChI: InChI=1S/C24H28O2/c1-17(2)10-13-21-20(15-12-19-8-6-5-7-9-19)22(14-11-18(3)4)24(26)16-23(21)25/h5-12,15-16,25-26H,13-14H2,1-4H3/b15-12+
• InChI Key: OKMVXSASFNVYOK-NTCAYCPXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₂
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.208930132 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.29
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL471086
• SCHEMBL6235184
• 4,6-Diprenyl-5-styrylresorcinol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7936	79.36%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7545	75.45%
OATP2B1 inhibitior	-	0.5695	56.95%
OATP1B1 inhibitior	+	0.8605	86.05%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9439	94.39%
P-glycoprotein inhibitior	+	0.6882	68.82%
P-glycoprotein substrate	-	0.9311	93.11%
CYP3A4 substrate	-	0.6685	66.85%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.6697	66.97%
CYP3A4 inhibition	-	0.5739	57.39%
CYP2C9 inhibition	+	0.8715	87.15%
CYP2C19 inhibition	+	0.9092	90.92%
CYP2D6 inhibition	-	0.7603	76.03%
CYP1A2 inhibition	+	0.8147	81.47%
CYP2C8 inhibition	-	0.6669	66.69%
CYP inhibitory promiscuity	+	0.9427	94.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7650	76.50%
Carcinogenicity (trinary)	Non-required	0.7446	74.46%
Eye corrosion	-	0.9743	97.43%
Eye irritation	+	0.6836	68.36%
Skin irritation	-	0.7970	79.70%
Skin corrosion	-	0.6858	68.58%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8115	81.15%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.7556	75.56%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8051	80.51%
Acute Oral Toxicity (c)	III	0.6928	69.28%
Estrogen receptor binding	+	0.9183	91.83%
Androgen receptor binding	+	0.8549	85.49%
Thyroid receptor binding	+	0.7850	78.50%
Glucocorticoid receptor binding	+	0.8126	81.26%
Aromatase binding	+	0.6537	65.37%
PPAR gamma	+	0.9524	95.24%
Honey bee toxicity	-	0.9543	95.43%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

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	97.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.22%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	93.46%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.96%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.12%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	88.25%	90.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.51%	93.99%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.28%	94.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.78%	91.71%

Plants that contains it

• Lonchocarpus chiricanus
• Rheum palmatum

Cross-Links

• PubChem: 18546463
• NPASS: NPC107240
• LOTUS: LTS0065110
• wikiData: Q105193645