1'-Hydroxy-2'-ketoisorhodoptilometrin

Details

• Internal ID: 6318b944-4fe7-4c10-840d-92cb909682d6
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,8-trihydroxy-6-(1-hydroxy-2-oxopropyl)anthracene-9,10-dione
• SMILES (Canonical): CC(=O)C(C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O)O
• SMILES (Isomeric): CC(=O)C(C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O)O
• InChI: InChI=1S/C17H12O7/c1-6(18)15(22)7-2-9-13(11(20)3-7)17(24)14-10(16(9)23)4-8(19)5-12(14)21/h2-5,15,19-22H,1H3
• InChI Key: MOMXJBBUVWRYDS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₇
• Molecular Weight: 328.27 g/mol
• Exact Mass: 328.05830272 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• SCHEMBL20515158
• BDBM50020380
• 1'-hydroxy-2'-ketoisorhodoptilometrin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	-	0.6980	69.80%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7280	72.80%
OATP2B1 inhibitior	-	0.5538	55.38%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9320	93.20%
P-glycoprotein inhibitior	-	0.9390	93.90%
P-glycoprotein substrate	-	0.8990	89.90%
CYP3A4 substrate	-	0.5481	54.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8186	81.86%
CYP3A4 inhibition	-	0.6714	67.14%
CYP2C9 inhibition	+	0.8654	86.54%
CYP2C19 inhibition	-	0.7331	73.31%
CYP2D6 inhibition	-	0.6778	67.78%
CYP1A2 inhibition	+	0.8602	86.02%
CYP2C8 inhibition	-	0.9048	90.48%
CYP inhibitory promiscuity	-	0.6605	66.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8675	86.75%
Carcinogenicity (trinary)	Non-required	0.6021	60.21%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.7470	74.70%
Skin irritation	+	0.6484	64.84%
Skin corrosion	-	0.8186	81.86%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7750	77.50%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.7180	71.80%
skin sensitisation	-	0.6998	69.98%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5669	56.69%
Acute Oral Toxicity (c)	III	0.7385	73.85%
Estrogen receptor binding	+	0.6932	69.32%
Androgen receptor binding	+	0.5520	55.20%
Thyroid receptor binding	-	0.7322	73.22%
Glucocorticoid receptor binding	+	0.7744	77.44%
Aromatase binding	-	0.6996	69.96%
PPAR gamma	+	0.6272	62.72%
Honey bee toxicity	-	0.8463	84.63%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9645	96.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.07%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.77%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.09%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.75%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.42%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.22%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.36%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.23%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	83.21%	91.19%
CHEMBL2535	P11166	Glucose transporter	80.18%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 90644760
• LOTUS: LTS0197111
• wikiData: Q75059457