(10R)-10-[(9S)-2,4-dihydroxy-5-methoxy-7-methyl-10-oxo-9H-anthracen-9-yl]-1,3-dihydroxy-8-methoxy-6-methyl-10H-anthracen-9-one

Details

• Internal ID: 08da4fce-3a37-41af-85bf-0cbdc7b2f933
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (10S)-10-[(9R)-2,4-dihydroxy-5-methoxy-7-methyl-10-oxo-9H-anthracen-9-yl]-1,3-dihydroxy-8-methoxy-6-methyl-10H-anthracen-9-one
• InChI: InChI=1S/C32H26O8/c1-13-5-17-25(19-9-15(33)11-21(35)27(19)31(37)29(17)23(7-13)39-3)26-18-6-14(2)8-24(40-4)30(18)32(38)28-20(26)10-16(34)12-22(28)36/h5-12,25-26,33-36H,1-4H3/t25-,26+
• InChI Key: PQPFUPCNTQHJFA-WMPKNSHKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₆O₈
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.16276778 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.20
• H-Bond Acceptor: 8
• 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	+	0.9864	98.64%
Caco-2	+	0.4878	48.78%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8487	84.87%
OATP2B1 inhibitior	-	0.7200	72.00%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	-	0.2258	22.58%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6700	67.00%
P-glycoprotein inhibitior	+	0.7181	71.81%
P-glycoprotein substrate	-	0.9294	92.94%
CYP3A4 substrate	+	0.5166	51.66%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8001	80.01%
CYP3A4 inhibition	-	0.5550	55.50%
CYP2C9 inhibition	-	0.5969	59.69%
CYP2C19 inhibition	-	0.7223	72.23%
CYP2D6 inhibition	-	0.7396	73.96%
CYP1A2 inhibition	+	0.8512	85.12%
CYP2C8 inhibition	+	0.5847	58.47%
CYP inhibitory promiscuity	+	0.5298	52.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8296	82.96%
Carcinogenicity (trinary)	Non-required	0.6124	61.24%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.6652	66.52%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7566	75.66%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.9548	95.48%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6555	65.55%
Acute Oral Toxicity (c)	III	0.5000	50.00%
Estrogen receptor binding	+	0.7432	74.32%
Androgen receptor binding	+	0.7053	70.53%
Thyroid receptor binding	+	0.5643	56.43%
Glucocorticoid receptor binding	+	0.7483	74.83%
Aromatase binding	-	0.6532	65.32%
PPAR gamma	+	0.7004	70.04%
Honey bee toxicity	-	0.8497	84.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9730	97.30%

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	95.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.81%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.12%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.53%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.54%	99.15%
CHEMBL4208	P20618	Proteasome component C5	84.04%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.84%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.33%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	82.66%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.32%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10768738
• LOTUS: LTS0049019
• wikiData: Q105213329