Methoxyhaemoventosine

Details

• Internal ID: f51588fe-bd25-4c76-83a1-257807696577
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: (3S,4R)-5,10-dihydroxy-4,7-dimethoxy-3-methyl-3,4-dihydrobenzo[g]isochromene-1,6,9-trione
• SMILES (Canonical): CC1C(C2=C(C(=C3C(=O)C=C(C(=O)C3=C2O)OC)O)C(=O)O1)OC
• SMILES (Isomeric): C[C@H]1[C@@H](C2=C(C(=C3C(=O)C=C(C(=O)C3=C2O)OC)O)C(=O)O1)OC
• InChI: InChI=1S/C16H14O8/c1-5-15(23-3)10-11(16(21)24-5)13(19)8-6(17)4-7(22-2)12(18)9(8)14(10)20/h4-5,15,19-20H,1-3H3/t5-,15-/m0/s1
• InChI Key: WPHIVUBMBWBSCK-SPHRHWQCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₈
• Molecular Weight: 334.28 g/mol
• Exact Mass: 334.06886740 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL4572615
• (3S,4R)-4-methoxyhaemoventosin
• CHEBI:144271

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9606	96.06%
Caco-2	-	0.5809	58.09%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6353	63.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8809	88.09%
P-glycoprotein inhibitior	-	0.6722	67.22%
P-glycoprotein substrate	-	0.8807	88.07%
CYP3A4 substrate	+	0.5136	51.36%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.8578	85.78%
CYP2C9 inhibition	-	0.8826	88.26%
CYP2C19 inhibition	-	0.6827	68.27%
CYP2D6 inhibition	-	0.8863	88.63%
CYP1A2 inhibition	+	0.5251	52.51%
CYP2C8 inhibition	-	0.7366	73.66%
CYP inhibitory promiscuity	-	0.5113	51.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9818	98.18%
Carcinogenicity (trinary)	Danger	0.5125	51.25%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6528	65.28%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	+	0.5772	57.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.7152	71.52%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5198	51.98%
skin sensitisation	-	0.8592	85.92%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5417	54.17%
Acute Oral Toxicity (c)	II	0.5747	57.47%
Estrogen receptor binding	+	0.8573	85.73%
Androgen receptor binding	+	0.5835	58.35%
Thyroid receptor binding	-	0.6654	66.54%
Glucocorticoid receptor binding	+	0.7705	77.05%
Aromatase binding	-	0.5653	56.53%
PPAR gamma	+	0.6341	63.41%
Honey bee toxicity	-	0.7738	77.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9649	96.49%

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	97.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.36%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.54%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.05%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.04%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.95%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.92%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.32%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.24%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.14%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132520043
• LOTUS: LTS0055162
• wikiData: Q105309911