4-Hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carbaldehyde

Details

• Internal ID: 72c5182c-e8b2-4d1b-b81d-93898c65359e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carbaldehyde
• SMILES (Canonical): CC1=CC2C(C(CC(=CCC1)C=O)O)C(=C)C(=O)O2
• SMILES (Isomeric): CC1=CC2C(C(CC(=CCC1)C=O)O)C(=C)C(=O)O2
• InChI: InChI=1S/C15H18O4/c1-9-4-3-5-11(8-16)7-12(17)14-10(2)15(18)19-13(14)6-9/h5-6,8,12-14,17H,2-4,7H2,1H3
• InChI Key: DABORJCHZSJBJP-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	+	0.9910	99.10%
Caco-2	+	0.6448	64.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5948	59.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9351	93.51%
P-glycoprotein inhibitior	-	0.8595	85.95%
P-glycoprotein substrate	-	0.8752	87.52%
CYP3A4 substrate	+	0.5400	54.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.9408	94.08%
CYP2C19 inhibition	-	0.9072	90.72%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	+	0.5079	50.79%
CYP2C8 inhibition	-	0.8488	84.88%
CYP inhibitory promiscuity	-	0.9800	98.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9256	92.56%
Eye irritation	-	0.8155	81.55%
Skin irritation	+	0.5520	55.20%
Skin corrosion	-	0.8914	89.14%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7163	71.63%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7051	70.51%
skin sensitisation	-	0.7771	77.71%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7335	73.35%
Acute Oral Toxicity (c)	III	0.4702	47.02%
Estrogen receptor binding	-	0.5908	59.08%
Androgen receptor binding	-	0.6014	60.14%
Thyroid receptor binding	-	0.6361	63.61%
Glucocorticoid receptor binding	+	0.6215	62.15%
Aromatase binding	-	0.6791	67.91%
PPAR gamma	-	0.4930	49.30%
Honey bee toxicity	-	0.8341	83.41%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.74%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.79%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.88%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.58%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	87.48%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.04%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.79%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.78%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.15%	93.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.68%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.15%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.12%	98.95%

Plants that contains it

• Helianthus annuus
• Helianthus maximiliani
• Schkuhria schkuhrioides

Cross-Links

• PubChem: 73207605
• LOTUS: LTS0207019
• wikiData: Q104973384