(3aR,5E,9E,11aS)-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-carbaldehyde

Details

• Internal ID: 3de3450a-9246-4544-a53b-a03195e2ee32
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aR,5E,9E,11aS)-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-carbaldehyde
• SMILES (Canonical): CC1=CCCC(=CCC2C(C1)OC(=O)C2=C)C=O
• SMILES (Isomeric): C/C/1=C\CC/C(=C\C[C@H]2[C@H](C1)OC(=O)C2=C)/C=O
• InChI: InChI=1S/C15H18O3/c1-10-4-3-5-12(9-16)6-7-13-11(2)15(17)18-14(13)8-10/h4,6,9,13-14H,2-3,5,7-8H2,1H3/b10-4+,12-6+/t13-,14+/m1/s1
• InChI Key: QGQADWRNOSFXOZ-GNNKOUOKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.73
• 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	+	0.9959	99.59%
Caco-2	+	0.7605	76.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5815	58.15%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9115	91.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8906	89.06%
P-glycoprotein inhibitior	-	0.8984	89.84%
P-glycoprotein substrate	-	0.9204	92.04%
CYP3A4 substrate	+	0.5154	51.54%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	-	0.8782	87.82%
CYP2C9 inhibition	-	0.9342	93.42%
CYP2C19 inhibition	-	0.7194	71.94%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	+	0.7936	79.36%
CYP2C8 inhibition	-	0.6843	68.43%
CYP inhibitory promiscuity	-	0.9297	92.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.8903	89.03%
Eye irritation	-	0.7242	72.42%
Skin irritation	+	0.5700	57.00%
Skin corrosion	-	0.8918	89.18%
Ames mutagenesis	-	0.6891	68.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4438	44.38%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.5743	57.43%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8253	82.53%
Acute Oral Toxicity (c)	III	0.6195	61.95%
Estrogen receptor binding	-	0.5761	57.61%
Androgen receptor binding	-	0.5332	53.32%
Thyroid receptor binding	-	0.7389	73.89%
Glucocorticoid receptor binding	+	0.6237	62.37%
Aromatase binding	-	0.7112	71.12%
PPAR gamma	-	0.5959	59.59%
Honey bee toxicity	-	0.7977	79.77%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9926	99.26%

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	97.59%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.88%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.69%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.64%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.78%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.67%	95.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.42%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.17%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102117154
• LOTUS: LTS0020308
• wikiData: Q105220547