(4aS,10aS)-2,2-dimethyl-4a,10a-dihydrobenzo[g]chromene-5,10-dione

Details

• Internal ID: 5a0566c8-96da-468a-8213-54898553c580
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (4aS,10aS)-2,2-dimethyl-4a,10a-dihydrobenzo[g]chromene-5,10-dione
• SMILES (Canonical): CC1(C=CC2C(O1)C(=O)C3=CC=CC=C3C2=O)C
• SMILES (Isomeric): CC1(C=C[C@H]2[C@H](O1)C(=O)C3=CC=CC=C3C2=O)C
• InChI: InChI=1S/C15H14O3/c1-15(2)8-7-11-12(16)9-5-3-4-6-10(9)13(17)14(11)18-15/h3-8,11,14H,1-2H3/t11-,14+/m1/s1
• InChI Key: KSTZCKLHDQOIJZ-RISCZKNCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.6792	67.92%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7313	73.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.9872	98.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7272	72.72%
P-glycoprotein inhibitior	-	0.7941	79.41%
P-glycoprotein substrate	-	0.9494	94.94%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	-	0.7256	72.56%
CYP2C9 inhibition	+	0.6393	63.93%
CYP2C19 inhibition	+	0.6449	64.49%
CYP2D6 inhibition	-	0.7782	77.82%
CYP1A2 inhibition	+	0.7689	76.89%
CYP2C8 inhibition	-	0.8587	85.87%
CYP inhibitory promiscuity	+	0.5192	51.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9329	93.29%
Eye irritation	+	0.5297	52.97%
Skin irritation	-	0.6159	61.59%
Skin corrosion	-	0.8991	89.91%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5407	54.07%
Micronuclear	+	0.5242	52.42%
Hepatotoxicity	+	0.7051	70.51%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.7930	79.30%
Acute Oral Toxicity (c)	III	0.5611	56.11%
Estrogen receptor binding	+	0.8498	84.98%
Androgen receptor binding	+	0.5807	58.07%
Thyroid receptor binding	-	0.5543	55.43%
Glucocorticoid receptor binding	-	0.6541	65.41%
Aromatase binding	-	0.6030	60.30%
PPAR gamma	-	0.5305	53.05%
Honey bee toxicity	-	0.9042	90.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9057	90.57%

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	93.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.97%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.30%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.45%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.12%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.40%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.88%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.29%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.14%	97.14%
CHEMBL1907	P15144	Aminopeptidase N	80.02%	93.31%

Plants that contains it

• Kigelia africana
• Newbouldia laevis

Cross-Links

• PubChem: 163018299
• LOTUS: LTS0145795
• wikiData: Q105145590