1,3,5,6-Tetrahydroxy-2-(hydroxymethyl)anthracene-9,10-dione

Details

• Internal ID: b821d8ff-fb7e-473b-9efc-1cd9dc39070c
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,5,6-tetrahydroxy-2-(hydroxymethyl)anthracene-9,10-dione
• SMILES (Canonical): C1=CC(=C(C2=C1C(=O)C3=C(C(=C(C=C3C2=O)O)CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C2=C1C(=O)C3=C(C(=C(C=C3C2=O)O)CO)O)O)O
• InChI: InChI=1S/C15H10O7/c16-4-7-9(18)3-6-11(14(7)21)12(19)5-1-2-8(17)15(22)10(5)13(6)20/h1-3,16-18,21-22H,4H2
• InChI Key: YWTNJSDWSDSSAI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₇
• Molecular Weight: 302.23 g/mol
• Exact Mass: 302.04265265 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9343	93.43%
Caco-2	-	0.8424	84.24%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5449	54.49%
OATP2B1 inhibitior	-	0.5402	54.02%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8909	89.09%
P-glycoprotein inhibitior	-	0.9685	96.85%
P-glycoprotein substrate	-	0.9068	90.68%
CYP3A4 substrate	-	0.6171	61.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8256	82.56%
CYP3A4 inhibition	-	0.8718	87.18%
CYP2C9 inhibition	-	0.8468	84.68%
CYP2C19 inhibition	-	0.9042	90.42%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	+	0.6871	68.71%
CYP2C8 inhibition	-	0.8623	86.23%
CYP inhibitory promiscuity	-	0.8461	84.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8875	88.75%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9934	99.34%
Eye irritation	+	0.8720	87.20%
Skin irritation	-	0.5943	59.43%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7744	77.44%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5842	58.42%
skin sensitisation	-	0.5837	58.37%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6713	67.13%
Acute Oral Toxicity (c)	III	0.5240	52.40%
Estrogen receptor binding	+	0.7836	78.36%
Androgen receptor binding	+	0.6108	61.08%
Thyroid receptor binding	-	0.6974	69.74%
Glucocorticoid receptor binding	+	0.8834	88.34%
Aromatase binding	+	0.5588	55.88%
PPAR gamma	+	0.8499	84.99%
Honey bee toxicity	-	0.9416	94.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9630	96.30%

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	98.69%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.44%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.58%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.93%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	86.96%	95.93%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.73%	91.71%
CHEMBL3194	P02766	Transthyretin	83.47%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.10%	86.92%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.28%	96.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.47%	90.71%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 91664854
• LOTUS: LTS0090415
• wikiData: Q105367299