3a,8,9b-trimethyl-2,3-dihydro-1H-cyclopenta[c]chromen-4-one

Details

• Internal ID: 99e82c0a-0d1a-40a0-a9dc-f13da1cc7f05
• Taxonomy: Phenylpropanoids and polyketides > 3,4-dihydrocoumarins
• IUPAC Name: 3a,8,9b-trimethyl-2,3-dihydro-1H-cyclopenta[c]chromen-4-one
• SMILES (Canonical): CC1=CC2=C(C=C1)OC(=O)C3(C2(CCC3)C)C
• SMILES (Isomeric): CC1=CC2=C(C=C1)OC(=O)C3(C2(CCC3)C)C
• InChI: InChI=1S/C15H18O2/c1-10-5-6-12-11(9-10)14(2)7-4-8-15(14,3)13(16)17-12/h5-6,9H,4,7-8H2,1-3H3
• InChI Key: AJPFVAMFLSGCAO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 2
• 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	+	0.9960	99.60%
Caco-2	+	0.9592	95.92%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6114	61.14%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6690	66.90%
P-glycoprotein inhibitior	-	0.9689	96.89%
P-glycoprotein substrate	-	0.9757	97.57%
CYP3A4 substrate	-	0.5388	53.88%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.7507	75.07%
CYP3A4 inhibition	-	0.8146	81.46%
CYP2C9 inhibition	-	0.7227	72.27%
CYP2C19 inhibition	-	0.5814	58.14%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	+	0.8203	82.03%
CYP2C8 inhibition	-	0.9325	93.25%
CYP inhibitory promiscuity	-	0.8229	82.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5672	56.72%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.6193	61.93%
Skin irritation	-	0.5432	54.32%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5253	52.53%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6041	60.41%
skin sensitisation	-	0.7384	73.84%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.4796	47.96%
Acute Oral Toxicity (c)	III	0.5911	59.11%
Estrogen receptor binding	-	0.6004	60.04%
Androgen receptor binding	+	0.7510	75.10%
Thyroid receptor binding	+	0.5572	55.72%
Glucocorticoid receptor binding	-	0.8602	86.02%
Aromatase binding	+	0.5402	54.02%
PPAR gamma	-	0.7025	70.25%
Honey bee toxicity	-	0.9611	96.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9870	98.70%

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	95.56%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.10%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.41%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.41%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.95%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.47%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.52%	94.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.11%	86.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.76%	90.93%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.37%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.11%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.80%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.03%	90.00%

Plants that contains it

• Herbertus sakuraii

Cross-Links

• PubChem: 72780278
• LOTUS: LTS0003685
• wikiData: Q104913318