(3aR,7S,8aR)-6-[(1R)-1-hydroxy-2-oxopropyl]-7-methyl-3-methylidene-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one

Details

• Internal ID: 1818eb77-697f-44a6-a165-f8e26f6790a2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aR,7S,8aR)-6-[(1R)-1-hydroxy-2-oxopropyl]-7-methyl-3-methylidene-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one
• SMILES (Canonical): CC1CC2C(CC=C1C(C(=O)C)O)C(=C)C(=O)O2
• SMILES (Isomeric): C[C@H]1C[C@@H]2[C@H](CC=C1[C@H](C(=O)C)O)C(=C)C(=O)O2
• InChI: InChI=1S/C14H18O4/c1-7-6-12-11(8(2)14(17)18-12)5-4-10(7)13(16)9(3)15/h4,7,11-13,16H,2,5-6H2,1,3H3/t7-,11+,12+,13-/m0/s1
• InChI Key: KQQJHYGPRJWZEY-LDICSKNTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9621	96.21%
Caco-2	+	0.6744	67.44%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6621	66.21%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9318	93.18%
P-glycoprotein inhibitior	-	0.9194	91.94%
P-glycoprotein substrate	-	0.8052	80.52%
CYP3A4 substrate	+	0.5400	54.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.7646	76.46%
CYP2C9 inhibition	-	0.8644	86.44%
CYP2C19 inhibition	-	0.8032	80.32%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.6075	60.75%
CYP2C8 inhibition	-	0.8858	88.58%
CYP inhibitory promiscuity	-	0.9379	93.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9360	93.60%
Carcinogenicity (trinary)	Non-required	0.5616	56.16%
Eye corrosion	-	0.9600	96.00%
Eye irritation	-	0.5155	51.55%
Skin irritation	-	0.5986	59.86%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4402	44.02%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.6829	68.29%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4606	46.06%
Acute Oral Toxicity (c)	II	0.4226	42.26%
Estrogen receptor binding	+	0.5334	53.34%
Androgen receptor binding	-	0.5411	54.11%
Thyroid receptor binding	-	0.7483	74.83%
Glucocorticoid receptor binding	-	0.6628	66.28%
Aromatase binding	-	0.7914	79.14%
PPAR gamma	-	0.7959	79.59%
Honey bee toxicity	-	0.8336	83.36%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.85%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.73%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.05%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.06%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.34%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.75%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.53%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.23%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.02%	95.50%

Plants that contains it

• Dittrichia graveolens

Cross-Links

• PubChem: 162816934
• LOTUS: LTS0066841
• wikiData: Q105144700