(2Z,4E)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-1-[(1R,2S,6S)-6-(4-hydroxy-3-methoxyphenyl)-2-(2,4,5-trimethoxyphenyl)cyclohex-3-en-1-yl]penta-2,4-dien-1-one

Details

• Internal ID: 46165035-1fdf-4530-be2a-a0ef403d2cb3
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (2Z,4E)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-1-[(1R,2S,6S)-6-(4-hydroxy-3-methoxyphenyl)-2-(2,4,5-trimethoxyphenyl)cyclohex-3-en-1-yl]penta-2,4-dien-1-one
• SMILES (Canonical): COC1=CC(=C(C=C1C2C=CCC(C2C(=O)C=C(C=CC3=CC(=C(C=C3)O)OC)O)C4=CC(=C(C=C4)O)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1[C@H]2C=CC[C@@H]([C@H]2C(=O)/C=C(/C=C/C3=CC(=C(C=C3)O)OC)\O)C4=CC(=C(C=C4)O)OC)OC)OC
• InChI: InChI=1S/C34H36O9/c1-39-29-19-33(43-5)32(42-4)18-25(29)24-8-6-7-23(21-11-14-27(37)31(16-21)41-3)34(24)28(38)17-22(35)12-9-20-10-13-26(36)30(15-20)40-2/h6,8-19,23-24,34-37H,7H2,1-5H3/b12-9+,22-17-/t23-,24-,34-/m1/s1
• InChI Key: QLQNWMJLYGNFBS-IDKCORAMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₆O₉
• Molecular Weight: 588.60 g/mol
• Exact Mass: 588.23593272 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.31
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	-	0.7633	76.33%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8597	85.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8672	86.72%
OATP1B3 inhibitior	+	0.9077	90.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9853	98.53%
P-glycoprotein inhibitior	+	0.9083	90.83%
P-glycoprotein substrate	-	0.6546	65.46%
CYP3A4 substrate	+	0.6297	62.97%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8271	82.71%
CYP3A4 inhibition	-	0.6795	67.95%
CYP2C9 inhibition	-	0.6527	65.27%
CYP2C19 inhibition	+	0.8398	83.98%
CYP2D6 inhibition	-	0.8936	89.36%
CYP1A2 inhibition	+	0.7366	73.66%
CYP2C8 inhibition	+	0.7904	79.04%
CYP inhibitory promiscuity	+	0.8440	84.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7525	75.25%
Carcinogenicity (trinary)	Non-required	0.5404	54.04%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.8885	88.85%
Skin irritation	-	0.7780	77.80%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8120	81.20%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.8625	86.25%
Acute Oral Toxicity (c)	III	0.5234	52.34%
Estrogen receptor binding	+	0.8452	84.52%
Androgen receptor binding	+	0.7451	74.51%
Thyroid receptor binding	+	0.7550	75.50%
Glucocorticoid receptor binding	+	0.8960	89.60%
Aromatase binding	-	0.5266	52.66%
PPAR gamma	+	0.7521	75.21%
Honey bee toxicity	-	0.8323	83.23%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	99.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.89%	85.14%
CHEMBL3194	P02766	Transthyretin	93.68%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.44%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.01%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.23%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.96%	96.00%
CHEMBL2581	P07339	Cathepsin D	88.04%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.89%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.15%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.31%	99.17%
CHEMBL4208	P20618	Proteasome component C5	83.83%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.72%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.26%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.25%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.54%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.30%	95.50%
CHEMBL2535	P11166	Glucose transporter	80.39%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.37%	90.71%

Plants that contains it

• Zingiber montanum

Cross-Links

• PubChem: 10257801
• LOTUS: LTS0154682
• wikiData: Q105223723