4-Hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-10-carbaldehyde

Details

• Internal ID: 234bcf17-97b1-4ea0-9b05-f3b614dca6ee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-10-carbaldehyde
• SMILES (Canonical): CC1=CC(C2C(CC(=CCC1)C=O)OC(=O)C2=C)O
• SMILES (Isomeric): CC1=CC(C2C(CC(=CCC1)C=O)OC(=O)C2=C)O
• InChI: InChI=1S/C15H18O4/c1-9-4-3-5-11(8-16)7-13-14(12(17)6-9)10(2)15(18)19-13/h5-6,8,12-14,17H,2-4,7H2,1H3
• InChI Key: AIWBJIOCQDWGGI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.6735	67.35%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6351	63.51%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9118	91.18%
P-glycoprotein inhibitior	-	0.8694	86.94%
P-glycoprotein substrate	-	0.9192	91.92%
CYP3A4 substrate	+	0.5256	52.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.8927	89.27%
CYP2C9 inhibition	-	0.9166	91.66%
CYP2C19 inhibition	-	0.8852	88.52%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	+	0.6591	65.91%
CYP2C8 inhibition	-	0.7847	78.47%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6059	60.59%
Eye corrosion	-	0.9250	92.50%
Eye irritation	-	0.7154	71.54%
Skin irritation	+	0.5312	53.12%
Skin corrosion	-	0.8873	88.73%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5331	53.31%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.7870	78.70%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.8200	82.00%
Acute Oral Toxicity (c)	III	0.4257	42.57%
Estrogen receptor binding	-	0.7225	72.25%
Androgen receptor binding	-	0.5877	58.77%
Thyroid receptor binding	-	0.6447	64.47%
Glucocorticoid receptor binding	+	0.6219	62.19%
Aromatase binding	-	0.7067	70.67%
PPAR gamma	-	0.4941	49.41%
Honey bee toxicity	-	0.8119	81.19%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	97.11%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.67%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.21%	93.40%
CHEMBL2581	P07339	Cathepsin D	88.80%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.72%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.56%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	86.44%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	85.43%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.53%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.09%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.01%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.12%	86.33%

Plants that contains it

• Schkuhria schkuhrioides

Cross-Links

• PubChem: 100207
• LOTUS: LTS0014063
• wikiData: Q104912995