(2R,5'S)-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione

Details

• Internal ID: 76836f14-1baa-45e7-b31d-38e9d397632b
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2R,5'S)-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
• SMILES (Canonical): CC1CC(=O)C=C(C12C(=O)C3=C(O2)C=C(C=C3OC)OC)OC
• SMILES (Isomeric): C[C@H]1CC(=O)C=C([C@@]12C(=O)C3=C(O2)C=C(C=C3OC)OC)OC
• InChI: InChI=1S/C17H18O6/c1-9-5-10(18)6-14(22-4)17(9)16(19)15-12(21-3)7-11(20-2)8-13(15)23-17/h6-9H,5H2,1-4H3/t9-,17+/m0/s1
• InChI Key: QPCYNIYZPDJCMB-HUTHGQBESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.8884	88.84%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6743	67.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5812	58.12%
P-glycoprotein inhibitior	-	0.7151	71.51%
P-glycoprotein substrate	-	0.8437	84.37%
CYP3A4 substrate	+	0.5169	51.69%
CYP2C9 substrate	-	0.8437	84.37%
CYP2D6 substrate	-	0.7734	77.34%
CYP3A4 inhibition	+	0.6209	62.09%
CYP2C9 inhibition	-	0.8513	85.13%
CYP2C19 inhibition	-	0.7188	71.88%
CYP2D6 inhibition	-	0.8769	87.69%
CYP1A2 inhibition	-	0.5631	56.31%
CYP2C8 inhibition	-	0.7473	74.73%
CYP inhibitory promiscuity	+	0.7162	71.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.3617	36.17%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.8646	86.46%
Skin irritation	-	0.8045	80.45%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5939	59.39%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.6365	63.65%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7407	74.07%
Acute Oral Toxicity (c)	III	0.3618	36.18%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.7635	76.35%
Thyroid receptor binding	+	0.5602	56.02%
Glucocorticoid receptor binding	+	0.7429	74.29%
Aromatase binding	-	0.4948	49.48%
PPAR gamma	+	0.7916	79.16%
Honey bee toxicity	-	0.7713	77.13%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9669	96.69%

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	98.43%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.54%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.81%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.12%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.64%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.63%	82.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.63%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.40%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.35%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.89%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.14%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.45%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	85.28%	83.82%
CHEMBL1902	P62942	FK506-binding protein 1A	85.26%	97.05%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.22%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.39%	94.45%
CHEMBL1871	P10275	Androgen Receptor	82.81%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.96%	91.07%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.89%	97.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.44%	86.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.97%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.88%	89.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.11%	96.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.06%	92.94%

Plants that contains it

• Eclipta prostrata

Cross-Links

• PubChem: 40579122
• LOTUS: LTS0047639
• wikiData: Q105123790