(2,4-Dihydroxy-6-methoxyphenyl)-[4-(4-methylpent-3-enyl)-6-phenylcyclohex-3-en-1-yl]methanone

Details

• Internal ID: 9c412309-eefb-4e7d-9332-fea5b7156bed
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (2,4-dihydroxy-6-methoxyphenyl)-[4-(4-methylpent-3-enyl)-6-phenylcyclohex-3-en-1-yl]methanone
• SMILES (Canonical): CC(=CCCC1=CCC(C(C1)C2=CC=CC=C2)C(=O)C3=C(C=C(C=C3OC)O)O)C
• SMILES (Isomeric): CC(=CCCC1=CCC(C(C1)C2=CC=CC=C2)C(=O)C3=C(C=C(C=C3OC)O)O)C
• InChI: InChI=1S/C26H30O4/c1-17(2)8-7-9-18-12-13-21(22(14-18)19-10-5-4-6-11-19)26(29)25-23(28)15-20(27)16-24(25)30-3/h4-6,8,10-12,15-16,21-22,27-28H,7,9,13-14H2,1-3H3
• InChI Key: YYSABONYZSVCIV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₄
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.16
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.5315	53.15%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.9127	91.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.8665	86.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9663	96.63%
P-glycoprotein inhibitior	+	0.9208	92.08%
P-glycoprotein substrate	-	0.6847	68.47%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8029	80.29%
CYP3A4 inhibition	+	0.5556	55.56%
CYP2C9 inhibition	+	0.7253	72.53%
CYP2C19 inhibition	+	0.8509	85.09%
CYP2D6 inhibition	-	0.8021	80.21%
CYP1A2 inhibition	+	0.7579	75.79%
CYP2C8 inhibition	+	0.8220	82.20%
CYP inhibitory promiscuity	+	0.8758	87.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7816	78.16%
Carcinogenicity (trinary)	Non-required	0.7505	75.05%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9662	96.62%
Skin irritation	-	0.8144	81.44%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8166	81.66%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7657	76.57%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6354	63.54%
Acute Oral Toxicity (c)	III	0.5696	56.96%
Estrogen receptor binding	+	0.8561	85.61%
Androgen receptor binding	+	0.7309	73.09%
Thyroid receptor binding	+	0.5969	59.69%
Glucocorticoid receptor binding	+	0.8179	81.79%
Aromatase binding	+	0.5654	56.54%
PPAR gamma	+	0.6908	69.08%
Honey bee toxicity	-	0.7831	78.31%
Biodegradation	-	0.8750	87.50%
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	99.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.31%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.93%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.09%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.59%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.39%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.02%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.20%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.06%	92.62%

Plants that contains it

• Boesenbergia rotunda

Cross-Links

• PubChem: 74371309
• LOTUS: LTS0202852
• wikiData: Q105368884