(3R,3aR,7S,8aS)-3,7-dimethyl-2-oxo-3,3a,4,7,8,8a-hexahydrocyclohepta[b]furan-6-carbaldehyde

Details

• Internal ID: 03499108-f958-4da5-b9f9-a12bc5862e5a
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,3aR,7S,8aS)-3,7-dimethyl-2-oxo-3,3a,4,7,8,8a-hexahydrocyclohepta[b]furan-6-carbaldehyde
• SMILES (Canonical): CC1CC2C(CC=C1C=O)C(C(=O)O2)C
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@H](CC=C1C=O)[C@H](C(=O)O2)C
• InChI: InChI=1S/C12H16O3/c1-7-5-11-10(4-3-9(7)6-13)8(2)12(14)15-11/h3,6-8,10-11H,4-5H2,1-2H3/t7-,8+,10+,11-/m0/s1
• InChI Key: AACLWACKHXOGDA-URPMGSGRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25 g/mol
• Exact Mass: 208.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.72
• 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	+	0.9967	99.67%
Caco-2	+	0.8388	83.88%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5887	58.87%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8999	89.99%
P-glycoprotein inhibitior	-	0.9506	95.06%
P-glycoprotein substrate	-	0.8059	80.59%
CYP3A4 substrate	-	0.5154	51.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8975	89.75%
CYP3A4 inhibition	-	0.8918	89.18%
CYP2C9 inhibition	-	0.9273	92.73%
CYP2C19 inhibition	-	0.8610	86.10%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.5202	52.02%
CYP2C8 inhibition	-	0.9334	93.34%
CYP inhibitory promiscuity	-	0.8999	89.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9517	95.17%
Carcinogenicity (trinary)	Non-required	0.5916	59.16%
Eye corrosion	-	0.9335	93.35%
Eye irritation	+	0.5237	52.37%
Skin irritation	-	0.5182	51.82%
Skin corrosion	-	0.9020	90.20%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4622	46.22%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.5472	54.72%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7270	72.70%
Acute Oral Toxicity (c)	III	0.4948	49.48%
Estrogen receptor binding	-	0.6954	69.54%
Androgen receptor binding	-	0.6856	68.56%
Thyroid receptor binding	-	0.8300	83.00%
Glucocorticoid receptor binding	-	0.7392	73.92%
Aromatase binding	-	0.8632	86.32%
PPAR gamma	-	0.7892	78.92%
Honey bee toxicity	-	0.8268	82.68%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	94.72%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.68%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.28%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.53%	91.11%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.75%	98.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.08%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.01%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.69%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.46%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122182502
• LOTUS: LTS0182433
• wikiData: Q104907823