4a-Hydroxy-1,4-dimethyl-2,3-dihydrocyclopenta[b]anthracene-5,10-dione

Details

• Internal ID: bd110f1c-9258-4399-8d9f-591b44dbe278
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 4a-hydroxy-1,4-dimethyl-2,3-dihydrocyclopenta[b]anthracene-5,10-dione
• SMILES (Canonical): CC1=C2C=C3C(=O)C4=CC=CC=C4C(=O)C3(C(=C2CC1)C)O
• SMILES (Isomeric): CC1=C2C=C3C(=O)C4=CC=CC=C4C(=O)C3(C(=C2CC1)C)O
• InChI: InChI=1S/C19H16O3/c1-10-7-8-12-11(2)19(22)16(9-15(10)12)17(20)13-5-3-4-6-14(13)18(19)21/h3-6,9,22H,7-8H2,1-2H3
• InChI Key: CPNACVBJSMUJDD-UHFFFAOYSA-N
• Popularity: 0 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: 1.50
• Atomic LogP (AlogP): 3.16
• 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	+	0.9968	99.68%
Caco-2	+	0.7857	78.57%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8109	81.09%
OATP2B1 inhibitior	-	0.5765	57.65%
OATP1B1 inhibitior	+	0.9253	92.53%
OATP1B3 inhibitior	+	0.9660	96.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6248	62.48%
P-glycoprotein inhibitior	-	0.8035	80.35%
P-glycoprotein substrate	-	0.8789	87.89%
CYP3A4 substrate	+	0.5422	54.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7880	78.80%
CYP3A4 inhibition	-	0.9180	91.80%
CYP2C9 inhibition	+	0.5217	52.17%
CYP2C19 inhibition	-	0.6664	66.64%
CYP2D6 inhibition	-	0.7303	73.03%
CYP1A2 inhibition	+	0.8540	85.40%
CYP2C8 inhibition	-	0.9026	90.26%
CYP inhibitory promiscuity	-	0.5166	51.66%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4527	45.27%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.7644	76.44%
Skin irritation	+	0.5771	57.71%
Skin corrosion	-	0.8864	88.64%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6289	62.89%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.6566	65.66%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4544	45.44%
Acute Oral Toxicity (c)	III	0.5045	50.45%
Estrogen receptor binding	+	0.6971	69.71%
Androgen receptor binding	-	0.5106	51.06%
Thyroid receptor binding	-	0.5358	53.58%
Glucocorticoid receptor binding	+	0.7823	78.23%
Aromatase binding	+	0.5646	56.46%
PPAR gamma	+	0.7660	76.60%
Honey bee toxicity	-	0.8925	89.25%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	97.92%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.57%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.09%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.18%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.74%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.68%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.21%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.16%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	83.99%	90.17%
CHEMBL3524	P56524	Histone deacetylase 4	80.74%	92.97%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.42%	93.40%

Plants that contains it

• Stereospermum acuminatissimum
• Stereospermum chelonoides

Cross-Links

• PubChem: 11130101
• LOTUS: LTS0018630
• wikiData: Q104967653