Vismione A

Details

• Internal ID: ce68eca2-1ca3-40ed-ab8c-78ee28b682f9
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: [5,10-dihydroxy-7-methoxy-2-methyl-6-[(E)-3-methylbut-1-enyl]-4-oxo-1,3-dihydroanthracen-2-yl] acetate
• SMILES (Canonical): CC(C)C=CC1=C(C2=C(C3=C(CC(CC3=O)(C)OC(=O)C)C=C2C=C1OC)O)O
• SMILES (Isomeric): CC(C)/C=C/C1=C(C2=C(C3=C(CC(CC3=O)(C)OC(=O)C)C=C2C=C1OC)O)O
• InChI: InChI=1S/C23H26O6/c1-12(2)6-7-16-18(28-5)9-14-8-15-10-23(4,29-13(3)24)11-17(25)19(15)22(27)20(14)21(16)26/h6-9,12,26-27H,10-11H2,1-5H3/b7-6+
• InChI Key: KICSREDCVHEFSG-VOTSOKGWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₆
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 70322-88-2
• NSC339659
• [5,10-dihydroxy-7-methoxy-2-methyl-6-[(E)-3-methylbut-1-enyl]-4-oxo-1,3-dihydroanthracen-2-yl] acetate
• Vismione-A
• CHEMBL486007
• NSC 339659
• NSC-339659
• 1(2H)-Anthracenone,4-dihydro-8,9-dihydroxy-6-methoxy-3-methyl-7-(3-methyl-1-butenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	+	0.6134	61.34%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7854	78.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8417	84.17%
OATP1B3 inhibitior	+	0.8864	88.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8100	81.00%
P-glycoprotein inhibitior	-	0.5315	53.15%
P-glycoprotein substrate	-	0.5693	56.93%
CYP3A4 substrate	+	0.6091	60.91%
CYP2C9 substrate	+	0.6039	60.39%
CYP2D6 substrate	-	0.8614	86.14%
CYP3A4 inhibition	-	0.5688	56.88%
CYP2C9 inhibition	-	0.5797	57.97%
CYP2C19 inhibition	-	0.7147	71.47%
CYP2D6 inhibition	-	0.8846	88.46%
CYP1A2 inhibition	+	0.6535	65.35%
CYP2C8 inhibition	+	0.4649	46.49%
CYP inhibitory promiscuity	-	0.7379	73.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9124	91.24%
Carcinogenicity (trinary)	Non-required	0.5787	57.87%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.8346	83.46%
Skin irritation	-	0.7862	78.62%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4715	47.15%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8306	83.06%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6130	61.30%
Acute Oral Toxicity (c)	III	0.3826	38.26%
Estrogen receptor binding	+	0.8588	85.88%
Androgen receptor binding	+	0.5831	58.31%
Thyroid receptor binding	+	0.6480	64.80%
Glucocorticoid receptor binding	+	0.8757	87.57%
Aromatase binding	+	0.6960	69.60%
PPAR gamma	+	0.6678	66.78%
Honey bee toxicity	-	0.7358	73.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.94%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.78%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.59%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.85%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.06%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	89.45%	94.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.59%	94.42%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.23%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.81%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.40%	96.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	85.15%	80.00%
CHEMBL2535	P11166	Glucose transporter	84.90%	98.75%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	83.50%	81.14%
CHEMBL340	P08684	Cytochrome P450 3A4	83.47%	91.19%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	83.36%	95.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.24%	96.21%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.72%	91.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.70%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.19%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.92%	99.23%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.80%	98.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.47%	95.50%

Plants that contains it

• Vismia baccifera
• Vismia guianensis
• Vismia japurensis

Cross-Links

• PubChem: 5458776
• LOTUS: LTS0039396
• wikiData: Q104396180