(3R,6Z,9Z)-3,7,11,11,14-pentamethyl-16-oxatricyclo[11.2.1.01,5]hexadeca-4,6,9,13-tetraene-8,15-dione

Details

• Internal ID: 47b586e9-0ae4-4bb6-a358-20bae49e6b16
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: (3R,6Z,9Z)-3,7,11,11,14-pentamethyl-16-oxatricyclo[11.2.1.01,5]hexadeca-4,6,9,13-tetraene-8,15-dione
• SMILES (Canonical): CC1CC23C(=C1)C=C(C(=O)C=CC(CC(=C(C2=O)C)O3)(C)C)C
• SMILES (Isomeric): C[C@@H]1CC23C(=C1)/C=C(\C(=O)/C=C\C(CC(=C(C2=O)C)O3)(C)C)/C
• InChI: InChI=1S/C20H24O3/c1-12-8-15-9-13(2)16(21)6-7-19(4,5)11-17-14(3)18(22)20(15,10-12)23-17/h6-9,12H,10-11H2,1-5H3/b7-6-,13-9-/t12-,20?/m0/s1
• InChI Key: MJNNONLDVCCGCA-ROOIIZFKSA-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: 3.70
• Atomic LogP (AlogP): 4.07
• 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	+	0.9972	99.72%
Caco-2	+	0.7665	76.65%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6556	65.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6622	66.22%
P-glycoprotein inhibitior	-	0.8557	85.57%
P-glycoprotein substrate	-	0.6484	64.84%
CYP3A4 substrate	+	0.6310	63.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.9231	92.31%
CYP2C9 inhibition	-	0.8442	84.42%
CYP2C19 inhibition	-	0.8034	80.34%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.5812	58.12%
CYP2C8 inhibition	-	0.8143	81.43%
CYP inhibitory promiscuity	-	0.8346	83.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4612	46.12%
Eye corrosion	-	0.9654	96.54%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.5226	52.26%
Skin corrosion	-	0.8613	86.13%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6571	65.71%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.5325	53.25%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6017	60.17%
Acute Oral Toxicity (c)	III	0.5431	54.31%
Estrogen receptor binding	-	0.5675	56.75%
Androgen receptor binding	+	0.5858	58.58%
Thyroid receptor binding	+	0.5576	55.76%
Glucocorticoid receptor binding	-	0.5260	52.60%
Aromatase binding	-	0.5192	51.92%
PPAR gamma	+	0.7260	72.60%
Honey bee toxicity	-	0.8313	83.13%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9553	95.53%

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	91.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.18%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.71%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.83%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.42%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.07%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.80%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.76%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.62%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.32%	94.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.83%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.24%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.23%	94.45%

Plants that contains it

• Jatropha curcas

Cross-Links

• PubChem: 23351213
• NPASS: NPC246039