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

Details

• Internal ID: b80e92a9-c4a3-4de2-9516-7b1daa1da1fc
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (10R)-1,8-dihydroxy-3-methyl-10-[(6R)-1,6,9-trihydroxy-6-methyl-8-oxo-5,7-dihydroanthracen-2-yl]-10H-anthracen-9-one
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4=C(C5=C(C6=C(CC(CC6=O)(C)O)C=C5C=C4)O)O)C=CC=C3O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C([C@H]2C4=C(C5=C(C6=C(C[C@@](CC6=O)(C)O)C=C5C=C4)O)O)C=CC=C3O
• InChI: InChI=1S/C30H24O7/c1-13-8-18-24(16-4-3-5-19(31)25(16)29(36)26(18)20(32)9-13)17-7-6-14-10-15-11-30(2,37)12-21(33)22(15)28(35)23(14)27(17)34/h3-10,24,31-32,34-35,37H,11-12H2,1-2H3/t24-,30+/m0/s1
• InChI Key: CRFFDOCRZLJJLO-QABMSTFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₄O₇
• Molecular Weight: 496.50 g/mol
• Exact Mass: 496.15220310 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.58
• 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	+	0.9832	98.32%
Caco-2	-	0.8272	82.72%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8093	80.93%
OATP2B1 inhibitior	-	0.5685	56.85%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9529	95.29%
P-glycoprotein inhibitior	+	0.5964	59.64%
P-glycoprotein substrate	-	0.5150	51.50%
CYP3A4 substrate	+	0.6508	65.08%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.6304	63.04%
CYP2C9 inhibition	-	0.6291	62.91%
CYP2C19 inhibition	-	0.7881	78.81%
CYP2D6 inhibition	-	0.8309	83.09%
CYP1A2 inhibition	-	0.5163	51.63%
CYP2C8 inhibition	+	0.5113	51.13%
CYP inhibitory promiscuity	-	0.8405	84.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8632	86.32%
Carcinogenicity (trinary)	Non-required	0.5800	58.00%
Eye corrosion	-	0.9943	99.43%
Eye irritation	-	0.8625	86.25%
Skin irritation	-	0.6645	66.45%
Skin corrosion	-	0.8829	88.29%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8031	80.31%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8797	87.97%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5440	54.40%
Acute Oral Toxicity (c)	III	0.5826	58.26%
Estrogen receptor binding	+	0.8643	86.43%
Androgen receptor binding	+	0.7399	73.99%
Thyroid receptor binding	+	0.5592	55.92%
Glucocorticoid receptor binding	+	0.8244	82.44%
Aromatase binding	+	0.5488	54.88%
PPAR gamma	+	0.7814	78.14%
Honey bee toxicity	-	0.8476	84.76%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9921	99.21%

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	99.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.96%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	94.25%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.24%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.71%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.87%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.40%	86.33%
CHEMBL4581	P52732	Kinesin-like protein 1	88.10%	93.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.65%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.49%	89.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.16%	95.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.75%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.38%	94.00%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	86.06%	81.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.69%	95.89%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.84%	96.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.07%	99.15%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.97%	85.11%
CHEMBL4444	P04070	Vitamin K-dependent protein C	83.55%	93.89%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	83.53%	80.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.11%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.02%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.99%	91.49%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.91%	91.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.87%	92.94%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.81%	100.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.40%	92.68%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	80.11%	95.71%
CHEMBL2056	P21728	Dopamine D1 receptor	80.10%	91.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.10%	96.21%

Plants that contains it

• Karwinskia parvifolia

Cross-Links

• PubChem: 163022992
• LOTUS: LTS0046857
• wikiData: Q104968515