1,3,8-Trihydroxy-6-(3'-hydroxypropyl)-9,10-anthraquinone

Details

• Internal ID: cee67c3b-dc12-41a8-8a64-de2feb571a0d
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,8-trihydroxy-6-(3-hydroxypropyl)anthracene-9,10-dione
• InChI: InChI=1S/C17H14O6/c18-3-1-2-8-4-10-14(12(20)5-8)17(23)15-11(16(10)22)6-9(19)7-13(15)21/h4-7,18-21H,1-3H2
• InChI Key: AAHSFWSBDAPJRG-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9524	95.24%
Caco-2	-	0.6544	65.44%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7206	72.06%
OATP2B1 inhibitior	-	0.5612	56.12%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8925	89.25%
P-glycoprotein inhibitior	-	0.9322	93.22%
P-glycoprotein substrate	-	0.8897	88.97%
CYP3A4 substrate	-	0.5162	51.62%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.7816	78.16%
CYP3A4 inhibition	-	0.5991	59.91%
CYP2C9 inhibition	-	0.6801	68.01%
CYP2C19 inhibition	-	0.6306	63.06%
CYP2D6 inhibition	-	0.7919	79.19%
CYP1A2 inhibition	+	0.7313	73.13%
CYP2C8 inhibition	-	0.6651	66.51%
CYP inhibitory promiscuity	-	0.8003	80.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9931	99.31%
Eye irritation	+	0.8033	80.33%
Skin irritation	-	0.7362	73.62%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	+	0.7546	75.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7119	71.19%
Micronuclear	-	0.6582	65.82%
Hepatotoxicity	+	0.5962	59.62%
skin sensitisation	-	0.8333	83.33%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6974	69.74%
Acute Oral Toxicity (c)	III	0.6547	65.47%
Estrogen receptor binding	+	0.7740	77.40%
Androgen receptor binding	+	0.7285	72.85%
Thyroid receptor binding	-	0.7066	70.66%
Glucocorticoid receptor binding	+	0.8591	85.91%
Aromatase binding	+	0.6876	68.76%
PPAR gamma	+	0.9075	90.75%
Honey bee toxicity	-	0.9069	90.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7735	77.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.22%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.20%	96.12%
CHEMBL226	P30542	Adenosine A1 receptor	90.18%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.00%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.37%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.86%	86.92%
CHEMBL4208	P20618	Proteasome component C5	85.21%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.20%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	84.15%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	83.28%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.53%	90.71%
CHEMBL3194	P02766	Transthyretin	82.47%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.52%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.25%	96.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.91%	95.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23265097
• LOTUS: LTS0100719
• wikiData: Q104907934