3-Hydroxy-1-methoxy-2-(methoxymethyl)-4a,9a-dihydroanthracene-9,10-dione

Details

• Internal ID: b8e726b7-1af9-4897-b6af-e37d9b14403e
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 3-hydroxy-1-methoxy-2-(methoxymethyl)-4a,9a-dihydroanthracene-9,10-dione
• SMILES (Canonical): COCC1=C(C2C(C=C1O)C(=O)C3=CC=CC=C3C2=O)OC
• SMILES (Isomeric): COCC1=C(C2C(C=C1O)C(=O)C3=CC=CC=C3C2=O)OC
• InChI: InChI=1S/C17H16O5/c1-21-8-12-13(18)7-11-14(17(12)22-2)16(20)10-6-4-3-5-9(10)15(11)19/h3-7,11,14,18H,8H2,1-2H3
• InChI Key: WUMJGALCHPNHQD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6034	60.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8434	84.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8711	87.11%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8309	83.09%
P-glycoprotein inhibitior	-	0.5475	54.75%
P-glycoprotein substrate	-	0.8622	86.22%
CYP3A4 substrate	+	0.6097	60.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7782	77.82%
CYP3A4 inhibition	-	0.8024	80.24%
CYP2C9 inhibition	+	0.5965	59.65%
CYP2C19 inhibition	+	0.5514	55.14%
CYP2D6 inhibition	-	0.7773	77.73%
CYP1A2 inhibition	+	0.8306	83.06%
CYP2C8 inhibition	+	0.4495	44.95%
CYP inhibitory promiscuity	+	0.5147	51.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7981	79.81%
Carcinogenicity (trinary)	Non-required	0.6902	69.02%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.7644	76.44%
Skin irritation	-	0.8118	81.18%
Skin corrosion	-	0.9740	97.40%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6870	68.70%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.6009	60.09%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.8548	85.48%
Acute Oral Toxicity (c)	III	0.4591	45.91%
Estrogen receptor binding	+	0.8502	85.02%
Androgen receptor binding	+	0.6232	62.32%
Thyroid receptor binding	+	0.5351	53.51%
Glucocorticoid receptor binding	+	0.8485	84.85%
Aromatase binding	-	0.5151	51.51%
PPAR gamma	+	0.6177	61.77%
Honey bee toxicity	-	0.8636	86.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.45%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.29%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.86%	85.14%
CHEMBL2535	P11166	Glucose transporter	86.01%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.80%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.98%	99.23%

Plants that contains it

• Pentas lanceolata

Cross-Links

• PubChem: 163060891
• LOTUS: LTS0237295
• wikiData: Q105313147