(1R)-1-hydroxy-1,4-dimethyl-2,3-dihydrocyclopenta[b]anthracene-5,10-dione

Details

• Internal ID: 95792a8d-d953-465b-9c37-c5ca32b509cb
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: (1R)-1-hydroxy-1,4-dimethyl-2,3-dihydrocyclopenta[b]anthracene-5,10-dione
• InChI: InChI=1S/C19H16O3/c1-10-11-7-8-19(2,22)15(11)9-14-16(10)18(21)13-6-4-3-5-12(13)17(14)20/h3-6,9,22H,7-8H2,1-2H3/t19-/m1/s1
• InChI Key: LKQDOAALZXNHGS-LJQANCHMSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₃
• Molecular Weight: 292.30 g/mol
• Exact Mass: 292.109944368 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.5989	59.89%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5574	55.74%
P-glycoprotein inhibitior	-	0.8237	82.37%
P-glycoprotein substrate	-	0.8999	89.99%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7844	78.44%
CYP3A4 inhibition	-	0.8349	83.49%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.8809	88.09%
CYP2D6 inhibition	-	0.9046	90.46%
CYP1A2 inhibition	-	0.5862	58.62%
CYP2C8 inhibition	-	0.8272	82.72%
CYP inhibitory promiscuity	-	0.9424	94.24%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5186	51.86%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.5503	55.03%
Skin irritation	-	0.5511	55.11%
Skin corrosion	-	0.8626	86.26%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5740	57.40%
skin sensitisation	-	0.8103	81.03%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8869	88.69%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6110	61.10%
Acute Oral Toxicity (c)	III	0.5703	57.03%
Estrogen receptor binding	+	0.8140	81.40%
Androgen receptor binding	+	0.5489	54.89%
Thyroid receptor binding	-	0.4892	48.92%
Glucocorticoid receptor binding	+	0.8368	83.68%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.8035	80.35%
Honey bee toxicity	-	0.9208	92.08%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9717	97.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.39%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.27%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.25%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.58%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.78%	89.00%
CHEMBL2535	P11166	Glucose transporter	88.90%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	88.88%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.15%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.08%	93.40%
CHEMBL4208	P20618	Proteasome component C5	86.94%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.21%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.45%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.53%	96.09%

Plants that contains it

• Stereospermum acuminatissimum
• Stereospermum zenkeri

Cross-Links

• PubChem: 38361941
• LOTUS: LTS0001898
• wikiData: Q105153202