Altersolanol A

Details

• Internal ID: 5e19c373-4ea6-4d4c-8a1b-8fc2bd676451
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: (1S,2R,3S,4R)-1,2,3,4,8-pentahydroxy-6-methoxy-3-methyl-2,4-dihydro-1H-anthracene-9,10-dione
• SMILES (Canonical): CC1(C(C(C2=C(C1O)C(=O)C3=C(C2=O)C(=CC(=C3)OC)O)O)O)O
• SMILES (Isomeric): C[C@]1([C@@H]([C@H](C2=C([C@H]1O)C(=O)C3=C(C2=O)C(=CC(=C3)OC)O)O)O)O
• InChI: InChI=1S/C16H16O8/c1-16(23)14(21)10-9(13(20)15(16)22)12(19)8-6(11(10)18)3-5(24-2)4-7(8)17/h3-4,13-15,17,20-23H,1-2H3/t13-,14+,15+,16-/m0/s1
• InChI Key: VSMBLBOUQJNJIL-JJXSEGSLSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₈
• Molecular Weight: 336.29 g/mol
• Exact Mass: 336.08451746 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• 22268-16-2
• As-A 2
• CHEBI:2615
• (1S,2R,3S,4R)-1,2,3,4,8-pentahydroxy-6-methoxy-3-methyl-2,4-dihydro-1H-anthracene-9,10-dione
• ZS3LU23BE3
• Stemphylin
• AC1L3IB0
• AC1Q6I5J
• NSC-173943
• NSC 173943
• UNII-ZS3LU23BE3
• CHEMBL512054
• SCHEMBL2793105
• DTXSID10891800
• DTXSID701043575
• BDBM50480485
• HB3756
• A831436
• J-014615
• Q27105737
• (1R,2S,3R,4S)-1,2,3,4-Tetrahydro-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-9,10-anthracenedione
• (1R-(1alpha,2beta,3beta,4alpha))-1,2,3,4-Tetrahydro-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-9,10-anthracenedione
• (1S,2R,3S,4R)-6-methoxy-3-methyl-1,2,3,4,8-pentakis(oxidanyl)-2,4-dihydro-1H-anthracene-9,10-dione
• 116948-40-4
• 9,10-Anthracenedione, 1,2,3,4-tetrahydro-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-, (1R,2S,3R,4S)-
• 9,10-Anthracenedione, 1,2,3,4-tetrahydro-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-, (1R-(1alpha,2beta,3beta,4alpha))-
• rel-(1R,2S,3R,4S)-1,2,3,4-Tetrahydro-1,2,3,4,5- pentahydroxy-7-methoxy-2-methyl-9,10-anthracenedione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.7920	79.20%
Blood Brain Barrier	-	0.6879	68.79%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7400	74.00%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.7021	70.21%
P-glycoprotein inhibitior	-	0.8643	86.43%
P-glycoprotein substrate	-	0.8942	89.42%
CYP3A4 substrate	+	0.5743	57.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8342	83.42%
CYP3A4 inhibition	-	0.7114	71.14%
CYP2C9 inhibition	+	0.5827	58.27%
CYP2C19 inhibition	-	0.6613	66.13%
CYP2D6 inhibition	-	0.7897	78.97%
CYP1A2 inhibition	+	0.6929	69.29%
CYP2C8 inhibition	-	0.7450	74.50%
CYP inhibitory promiscuity	+	0.5595	55.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9197	91.97%
Carcinogenicity (trinary)	Non-required	0.5583	55.83%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.6182	61.82%
Skin irritation	-	0.6028	60.28%
Skin corrosion	-	0.8849	88.49%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7133	71.33%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.6494	64.94%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7000	70.00%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	+	0.8493	84.93%
Androgen receptor binding	+	0.6717	67.17%
Thyroid receptor binding	-	0.5607	56.07%
Glucocorticoid receptor binding	+	0.7769	77.69%
Aromatase binding	+	0.5711	57.11%
PPAR gamma	+	0.7144	71.44%
Honey bee toxicity	-	0.8304	83.04%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9861	98.61%

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	97.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.81%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.79%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.56%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.88%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.90%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	86.67%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.84%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.28%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.65%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.16%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.26%	91.49%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.13%	95.53%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.00%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.88%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.79%	92.68%

Plants that contains it

• Mentha pulegium
• Urospermum picroides

Cross-Links

• PubChem: 89644
• LOTUS: LTS0111855
• wikiData: Q27105737