(6E,10S,14E,15aS)-3,6,10,14-tetramethyl-4,5,8,9,10,12,13,15a-octahydrocyclotetradeca[b]furan-2,11-dione

Details

• Internal ID: 841614ab-112a-4a48-ad40-38d36f54eda5
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (6E,10S,14E,15aS)-3,6,10,14-tetramethyl-4,5,8,9,10,12,13,15a-octahydrocyclotetradeca[b]furan-2,11-dione
• SMILES (Canonical): CC1CCC=C(CCC2=C(C(=O)OC2C=C(CCC1=O)C)C)C
• SMILES (Isomeric): C[C@H]1CC/C=C(/CCC2=C(C(=O)O[C@H]2/C=C(/CCC1=O)\C)C)\C
• InChI: InChI=1S/C20H28O3/c1-13-6-5-7-15(3)18(21)11-9-14(2)12-19-17(10-8-13)16(4)20(22)23-19/h6,12,15,19H,5,7-11H2,1-4H3/b13-6+,14-12+/t15-,19-/m0/s1
• InChI Key: HKOGWSMBRHOKTR-ZRRNCMGDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.68
• 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	+	0.9962	99.62%
Caco-2	+	0.7835	78.35%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7983	79.83%
P-glycoprotein inhibitior	-	0.6086	60.86%
P-glycoprotein substrate	-	0.8354	83.54%
CYP3A4 substrate	+	0.5442	54.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.8121	81.21%
CYP2C9 inhibition	-	0.9229	92.29%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	+	0.7106	71.06%
CYP2C8 inhibition	-	0.7831	78.31%
CYP inhibitory promiscuity	-	0.9305	93.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5968	59.68%
Eye corrosion	-	0.9399	93.99%
Eye irritation	-	0.7759	77.59%
Skin irritation	+	0.5520	55.20%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6702	67.02%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6443	64.43%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6904	69.04%
Acute Oral Toxicity (c)	III	0.6058	60.58%
Estrogen receptor binding	-	0.8121	81.21%
Androgen receptor binding	-	0.5628	56.28%
Thyroid receptor binding	-	0.5380	53.80%
Glucocorticoid receptor binding	-	0.5432	54.32%
Aromatase binding	-	0.7947	79.47%
PPAR gamma	+	0.6204	62.04%
Honey bee toxicity	-	0.8886	88.86%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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	93.48%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.88%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.85%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.59%	93.40%
CHEMBL4040	P28482	MAP kinase ERK2	84.30%	83.82%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.22%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.13%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.85%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.86%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 643721
• LOTUS: LTS0168451
• wikiData: Q105029826