(10S)-10-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]-1,8-dihydroxy-3-(hydroxymethyl)-10H-anthracen-9-one

Details

• Internal ID: f9d2ce3e-25fe-4f14-8b0f-556f8aff657e
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (10S)-10-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]-1,8-dihydroxy-3-(hydroxymethyl)-10H-anthracen-9-one
• SMILES (Canonical): C1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C5=C(C(=CC=C5)O)C(=O)C6=C4C=C(C=C6O)CO)C=C(C=C3O)CO
• SMILES (Isomeric): C1=CC2=C(C(=C1)O)C(=O)C3=C([C@@H]2[C@H]4C5=C(C(=CC=C5)O)C(=O)C6=C4C=C(C=C6O)CO)C=C(C=C3O)CO
• InChI: InChI=1S/C30H22O8/c31-11-13-7-17-23(15-3-1-5-19(33)25(15)29(37)27(17)21(35)9-13)24-16-4-2-6-20(34)26(16)30(38)28-18(24)8-14(12-32)10-22(28)36/h1-10,23-24,31-36H,11-12H2/t23-,24+
• InChI Key: UKTUEGXCIOJVKY-PSWAGMNNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₂O₈
• Molecular Weight: 510.50 g/mol
• Exact Mass: 510.13146766 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9776	97.76%
Caco-2	-	0.8218	82.18%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8624	86.24%
OATP2B1 inhibitior	+	0.5691	56.91%
OATP1B1 inhibitior	+	0.7455	74.55%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6937	69.37%
P-glycoprotein inhibitior	-	0.6020	60.20%
P-glycoprotein substrate	-	0.8910	89.10%
CYP3A4 substrate	-	0.5237	52.37%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8187	81.87%
CYP3A4 inhibition	-	0.7957	79.57%
CYP2C9 inhibition	+	0.6602	66.02%
CYP2C19 inhibition	-	0.5096	50.96%
CYP2D6 inhibition	-	0.8172	81.72%
CYP1A2 inhibition	+	0.6792	67.92%
CYP2C8 inhibition	-	0.6923	69.23%
CYP inhibitory promiscuity	+	0.5290	52.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7787	77.87%
Carcinogenicity (trinary)	Non-required	0.5639	56.39%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.6503	65.03%
Skin irritation	-	0.6802	68.02%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3874	38.74%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8748	87.48%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5525	55.25%
Acute Oral Toxicity (c)	II	0.4471	44.71%
Estrogen receptor binding	+	0.7298	72.98%
Androgen receptor binding	+	0.6885	68.85%
Thyroid receptor binding	-	0.6687	66.87%
Glucocorticoid receptor binding	+	0.7379	73.79%
Aromatase binding	-	0.5336	53.36%
PPAR gamma	+	0.8397	83.97%
Honey bee toxicity	-	0.8949	89.49%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9607	96.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.94%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.90%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.34%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.84%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.81%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.53%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	80.59%	95.93%

Plants that contains it

• Senna alexandrina

Cross-Links

• PubChem: 162883504
• LOTUS: LTS0237366
• wikiData: Q105274901