1-[2,6-dihydroxy-4-methoxy-3-[(1S,6S)-3-methyl-6-propan-2-ylcyclohex-2-en-1-yl]phenyl]-3-phenylpropan-1-one

Details

• Internal ID: a717e85a-835f-4920-9959-9d0e19de1c6a
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 1-[2,6-dihydroxy-4-methoxy-3-[(1S,6S)-3-methyl-6-propan-2-ylcyclohex-2-en-1-yl]phenyl]-3-phenylpropan-1-one
• SMILES (Canonical): CC1=CC(C(CC1)C(C)C)C2=C(C=C(C(=C2O)C(=O)CCC3=CC=CC=C3)O)OC
• SMILES (Isomeric): CC1=C[C@H]([C@@H](CC1)C(C)C)C2=C(C=C(C(=C2O)C(=O)CCC3=CC=CC=C3)O)OC
• InChI: InChI=1S/C26H32O4/c1-16(2)19-12-10-17(3)14-20(19)24-23(30-4)15-22(28)25(26(24)29)21(27)13-11-18-8-6-5-7-9-18/h5-9,14-16,19-20,28-29H,10-13H2,1-4H3/t19-,20+/m0/s1
• InChI Key: OJZQYJGQIQVZMQ-VQTJNVASSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₄
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.23005950 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.02
• 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	+	0.9859	98.59%
Caco-2	+	0.5984	59.84%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8435	84.35%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.8929	89.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9397	93.97%
P-glycoprotein inhibitior	+	0.8596	85.96%
P-glycoprotein substrate	+	0.5862	58.62%
CYP3A4 substrate	+	0.6370	63.70%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8029	80.29%
CYP3A4 inhibition	+	0.6167	61.67%
CYP2C9 inhibition	+	0.7209	72.09%
CYP2C19 inhibition	+	0.8498	84.98%
CYP2D6 inhibition	-	0.7168	71.68%
CYP1A2 inhibition	+	0.8177	81.77%
CYP2C8 inhibition	+	0.6667	66.67%
CYP inhibitory promiscuity	+	0.8782	87.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7816	78.16%
Carcinogenicity (trinary)	Non-required	0.7244	72.44%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8543	85.43%
Skin irritation	-	0.7888	78.88%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4419	44.19%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6233	62.33%
skin sensitisation	-	0.7556	75.56%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9532	95.32%
Acute Oral Toxicity (c)	III	0.5562	55.62%
Estrogen receptor binding	+	0.6650	66.50%
Androgen receptor binding	+	0.7123	71.23%
Thyroid receptor binding	-	0.5104	51.04%
Glucocorticoid receptor binding	+	0.6756	67.56%
Aromatase binding	-	0.5240	52.40%
PPAR gamma	+	0.8758	87.58%
Honey bee toxicity	-	0.8678	86.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.42%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.71%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.26%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.76%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.23%	95.50%
CHEMBL2535	P11166	Glucose transporter	88.33%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.58%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.68%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.31%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.19%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.01%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.77%	94.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.01%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.57%	99.15%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.83%	95.34%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.83%	94.08%
CHEMBL5028	O14672	ADAM10	80.62%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.59%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.05%	93.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.02%	96.00%

Plants that contains it

• Etlingera littoralis
• Lindera umbellata

Cross-Links

• PubChem: 14237696
• LOTUS: LTS0131107
• wikiData: Q105193415