(1S,13R,16S,20R)-1,16-dimethyl-8,14-dioxapentacyclo[11.6.1.02,11.05,9.016,20]icosa-2(11),5,9-trien-7-one

Details

• Internal ID: fc3c8769-3e6f-4bed-bb57-b8bf7faa7a2a
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1S,13R,16S,20R)-1,16-dimethyl-8,14-dioxapentacyclo[11.6.1.02,11.05,9.016,20]icosa-2(11),5,9-trien-7-one
• SMILES (Canonical): CC12CCCC3(C1C(CC4=C3CCC5=CC(=O)OC5=C4)OC2)C
• SMILES (Isomeric): C[C@]12CCC[C@]3([C@H]1[C@@H](CC4=C3CCC5=CC(=O)OC5=C4)OC2)C
• InChI: InChI=1S/C20H24O3/c1-19-6-3-7-20(2)14-5-4-12-10-17(21)23-15(12)8-13(14)9-16(18(19)20)22-11-19/h8,10,16,18H,3-7,9,11H2,1-2H3/t16-,18+,19-,20-/m1/s1
• InChI Key: ZBHSCYHOBZIYQQ-GSEOLPGOSA-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): 35.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.06
• 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	+	1.0000	100.00%
Caco-2	+	0.8524	85.24%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7273	72.73%
OATP2B1 inhibitior	-	0.8662	86.62%
OATP1B1 inhibitior	+	0.8386	83.86%
OATP1B3 inhibitior	+	0.9811	98.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	+	0.8510	85.10%
P-glycoprotein inhibitior	-	0.5881	58.81%
P-glycoprotein substrate	-	0.8264	82.64%
CYP3A4 substrate	+	0.6019	60.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.8815	88.15%
CYP2C9 inhibition	-	0.8890	88.90%
CYP2C19 inhibition	-	0.8102	81.02%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	-	0.6911	69.11%
CYP2C8 inhibition	-	0.6835	68.35%
CYP inhibitory promiscuity	-	0.8492	84.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5287	52.87%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.8488	84.88%
Skin irritation	-	0.7104	71.04%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8017	80.17%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.7419	74.19%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4632	46.32%
Acute Oral Toxicity (c)	III	0.6030	60.30%
Estrogen receptor binding	+	0.8643	86.43%
Androgen receptor binding	+	0.6480	64.80%
Thyroid receptor binding	+	0.5905	59.05%
Glucocorticoid receptor binding	+	0.7250	72.50%
Aromatase binding	+	0.8224	82.24%
PPAR gamma	+	0.7941	79.41%
Honey bee toxicity	-	0.7207	72.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9885	98.85%

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	95.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.85%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.47%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.26%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.87%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.61%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.60%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.04%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.51%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.38%	96.09%

Plants that contains it

• Rydingia limbata

Cross-Links

• PubChem: 11723051
• LOTUS: LTS0170528
• wikiData: Q105370604