(1R,10S,11S)-6-ethyl-5,11-dimethyl-14-oxatetracyclo[9.3.3.01,10.02,7]heptadeca-2(7),3,5-triene-8,12-dione

Details

• Internal ID: e923d060-07f0-493a-bbed-3be063556fac
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (1R,10S,11S)-6-ethyl-5,11-dimethyl-14-oxatetracyclo[9.3.3.01,10.02,7]heptadeca-2(7),3,5-triene-8,12-dione
• SMILES (Canonical): CCC1=C(C=CC2=C1C(=O)CC3C24CCCC3(C(=O)CO4)C)C
• SMILES (Isomeric): CCC1=C(C=CC2=C1C(=O)C[C@@H]3[C@]24CCC[C@@]3(C(=O)CO4)C)C
• InChI: InChI=1S/C20H24O3/c1-4-13-12(2)6-7-14-18(13)15(21)10-16-19(3)8-5-9-20(14,16)23-11-17(19)22/h6-7,16H,4-5,8-11H2,1-3H3/t16-,19-,20-/m0/s1
• InChI Key: KSENYTNDBMJKSH-VDGAXYAQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 3
• 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	+	0.9948	99.48%
Caco-2	+	0.7948	79.48%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8113	81.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8587	85.87%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6096	60.96%
P-glycoprotein inhibitior	-	0.5918	59.18%
P-glycoprotein substrate	-	0.7210	72.10%
CYP3A4 substrate	+	0.5838	58.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8048	80.48%
CYP3A4 inhibition	-	0.6850	68.50%
CYP2C9 inhibition	-	0.7462	74.62%
CYP2C19 inhibition	-	0.6197	61.97%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.5642	56.42%
CYP2C8 inhibition	-	0.6331	63.31%
CYP inhibitory promiscuity	-	0.7470	74.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6790	67.90%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8585	85.85%
Skin irritation	-	0.8081	80.81%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6472	64.72%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6106	61.06%
skin sensitisation	-	0.8660	86.60%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6503	65.03%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6188	61.88%
Acute Oral Toxicity (c)	III	0.5435	54.35%
Estrogen receptor binding	+	0.6401	64.01%
Androgen receptor binding	+	0.6733	67.33%
Thyroid receptor binding	+	0.6270	62.70%
Glucocorticoid receptor binding	+	0.7347	73.47%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7545	75.45%
Honey bee toxicity	-	0.8272	82.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9807	98.07%

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	95.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.92%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.28%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	86.23%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.20%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.18%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.99%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.81%	100.00%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.72%	95.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.63%	85.30%

Plants that contains it

• Vellozia compacta

Cross-Links

• PubChem: 162948781
• LOTUS: LTS0251042
• wikiData: Q105145383