(6-Formyl-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 4-hydroxy-2-methylbut-2-enoate

Details

• Internal ID: 41beba1c-5a98-4f1c-a122-aede81b6a985
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6-formyl-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 4-hydroxy-2-methylbut-2-enoate
• SMILES (Canonical): CC1=CC2C(C(CC(=CCC1)C=O)OC(=O)C(=CCO)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1=CC2C(C(CC(=CCC1)C=O)OC(=O)C(=CCO)C)C(=C)C(=O)O2
• InChI: InChI=1S/C20H24O6/c1-12-5-4-6-15(11-22)10-17(25-19(23)13(2)7-8-21)18-14(3)20(24)26-16(18)9-12/h6-7,9,11,16-18,21H,3-5,8,10H2,1-2H3
• InChI Key: FAOCYDOPXMGUET-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 108525-39-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.5420	54.20%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7126	71.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6205	62.05%
P-glycoprotein inhibitior	-	0.4455	44.55%
P-glycoprotein substrate	-	0.7097	70.97%
CYP3A4 substrate	+	0.6278	62.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.6586	65.86%
CYP2C9 inhibition	-	0.8793	87.93%
CYP2C19 inhibition	-	0.8746	87.46%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	+	0.5174	51.74%
CYP2C8 inhibition	-	0.6028	60.28%
CYP inhibitory promiscuity	-	0.9028	90.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9618	96.18%
Eye irritation	-	0.8646	86.46%
Skin irritation	-	0.6022	60.22%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6534	65.34%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5006	50.06%
skin sensitisation	-	0.8320	83.20%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7107	71.07%
Acute Oral Toxicity (c)	III	0.5476	54.76%
Estrogen receptor binding	+	0.5400	54.00%
Androgen receptor binding	-	0.4908	49.08%
Thyroid receptor binding	-	0.5459	54.59%
Glucocorticoid receptor binding	+	0.5855	58.55%
Aromatase binding	-	0.4893	48.93%
PPAR gamma	-	0.4924	49.24%
Honey bee toxicity	-	0.7416	74.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9832	98.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.59%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.65%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.38%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	87.28%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	87.08%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.39%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.93%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.13%	99.23%
CHEMBL5028	O14672	ADAM10	81.19%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.42%	89.00%

Plants that contains it

• Stevia aristata

Cross-Links

• PubChem: 137796310
• LOTUS: LTS0061024
• wikiData: Q104992370