(1R,5S,6E,8R,10R)-6-[(4-hydroxy-3-methoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.01,10.05,10]tetradecane-7,13-dione

Details

• Internal ID: 8c58c3f6-9af8-43e6-a0f2-1d4b9f4431cb
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (1R,5S,6E,8R,10R)-6-[(4-hydroxy-3-methoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.01,10.05,10]tetradecane-7,13-dione
• SMILES (Canonical): COC1=C(C=CC(=C1)C=C2C3C45COC(=O)C4(CCO3)CC(C2=O)O5)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/2\[C@H]3[C@]45COC(=O)[C@]4(CCO3)C[C@H](C2=O)O5)O
• InChI: InChI=1S/C19H18O7/c1-23-13-7-10(2-3-12(13)20)6-11-15(21)14-8-18-4-5-24-16(11)19(18,26-14)9-25-17(18)22/h2-3,6-7,14,16,20H,4-5,8-9H2,1H3/b11-6-/t14-,16+,18+,19-/m1/s1
• InChI Key: CQSNWXGNQFOKPO-IJPSDTQASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₇
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.10525291 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	-	0.6435	64.35%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8873	88.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7010	70.10%
P-glycoprotein inhibitior	-	0.7293	72.93%
P-glycoprotein substrate	-	0.7544	75.44%
CYP3A4 substrate	+	0.6376	63.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8230	82.30%
CYP3A4 inhibition	-	0.7538	75.38%
CYP2C9 inhibition	-	0.8036	80.36%
CYP2C19 inhibition	-	0.5872	58.72%
CYP2D6 inhibition	-	0.8644	86.44%
CYP1A2 inhibition	-	0.6501	65.01%
CYP2C8 inhibition	+	0.5525	55.25%
CYP inhibitory promiscuity	-	0.7813	78.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4306	43.06%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8909	89.09%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6985	69.85%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6045	60.45%
skin sensitisation	-	0.7494	74.94%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5349	53.49%
Acute Oral Toxicity (c)	I	0.3108	31.08%
Estrogen receptor binding	+	0.9288	92.88%
Androgen receptor binding	+	0.7839	78.39%
Thyroid receptor binding	+	0.5452	54.52%
Glucocorticoid receptor binding	+	0.7801	78.01%
Aromatase binding	+	0.7429	74.29%
PPAR gamma	+	0.6403	64.03%
Honey bee toxicity	-	0.7782	77.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9636	96.36%

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	99.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.46%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.46%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.36%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.75%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.38%	89.00%
CHEMBL3194	P02766	Transthyretin	88.40%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.90%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.01%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.61%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.45%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.39%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.01%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.69%	92.94%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.30%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.02%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.54%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.32%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.69%	94.00%
CHEMBL2581	P07339	Cathepsin D	81.77%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.32%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.46%	99.15%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.29%	97.28%
CHEMBL2535	P11166	Glucose transporter	80.25%	98.75%

Plants that contains it

• Polygala fallax

Cross-Links

• PubChem: 10861259
• NPASS: NPC269607