[(5aS,9R,9aR,10aR)-4,9a-dimethyl-6-methylidene-1-oxo-3,5,5a,7,8,9,10,10a-octahydrobenzo[g]isochromen-9-yl] acetate

Details

• Internal ID: 794b0d93-c586-499f-8f5d-28fa14b122f5
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: [(5aS,9R,9aR,10aR)-4,9a-dimethyl-6-methylidene-1-oxo-3,5,5a,7,8,9,10,10a-octahydrobenzo[g]isochromen-9-yl] acetate
• InChI: InChI=1S/C18H24O4/c1-10-5-6-16(22-12(3)19)18(4)8-14-13(7-15(10)18)11(2)9-21-17(14)20/h14-16H,1,5-9H2,2-4H3/t14-,15+,16-,18-/m1/s1
• InChI Key: LZNRHCGNSYUMNG-KYHPRHEASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.7705	77.05%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8161	81.61%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8257	82.57%
P-glycoprotein inhibitior	-	0.5652	56.52%
P-glycoprotein substrate	-	0.7964	79.64%
CYP3A4 substrate	+	0.6619	66.19%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.5918	59.18%
CYP2C9 inhibition	-	0.8736	87.36%
CYP2C19 inhibition	-	0.8568	85.68%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.5899	58.99%
CYP2C8 inhibition	-	0.7261	72.61%
CYP inhibitory promiscuity	-	0.8846	88.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6529	65.29%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.6523	65.23%
Skin irritation	-	0.5417	54.17%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4657	46.57%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6431	64.31%
skin sensitisation	-	0.7840	78.40%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7315	73.15%
Acute Oral Toxicity (c)	III	0.7298	72.98%
Estrogen receptor binding	+	0.7014	70.14%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	-	0.5247	52.47%
Glucocorticoid receptor binding	+	0.6481	64.81%
Aromatase binding	-	0.5385	53.85%
PPAR gamma	+	0.6412	64.12%
Honey bee toxicity	-	0.7249	72.49%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	96.07%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.66%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.06%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.73%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.46%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.29%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.18%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.83%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.75%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.99%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.47%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.08%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	80.88%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.32%	86.33%
CHEMBL1871	P10275	Androgen Receptor	80.08%	96.43%

Plants that contains it

• Salvia yosgadensis

Cross-Links

• PubChem: 163044285
• LOTUS: LTS0100793
• wikiData: Q105351584