(11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-4,5,11,11a-tetrahydro-3aH-cyclodeca[b]furan-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: f8586593-1a33-4adf-83dc-a3cbb74b10b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-4,5,11,11a-tetrahydro-3aH-cyclodeca[b]furan-4-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CC(=O)C=C(C(C2C1C(=C)C(=O)O2)O)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=CC(=O)C=C(C(C2C1C(=C)C(=O)O2)O)C)C
• InChI: InChI=1S/C20H24O6/c1-6-11(3)19(23)25-15-8-10(2)7-14(21)9-12(4)17(22)18-16(15)13(5)20(24)26-18/h6-7,9,15-18,22H,5,8H2,1-4H3
• InChI Key: VUURQISRHJCAJY-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: 1.70
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• HMS3331B13

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	+	0.7792	77.92%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5631	56.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8911	89.11%
OATP1B3 inhibitior	+	0.8946	89.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5416	54.16%
P-glycoprotein inhibitior	-	0.4925	49.25%
P-glycoprotein substrate	-	0.6910	69.10%
CYP3A4 substrate	+	0.6036	60.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9005	90.05%
CYP3A4 inhibition	-	0.7806	78.06%
CYP2C9 inhibition	-	0.9326	93.26%
CYP2C19 inhibition	-	0.8588	85.88%
CYP2D6 inhibition	-	0.9555	95.55%
CYP1A2 inhibition	-	0.7457	74.57%
CYP2C8 inhibition	-	0.7450	74.50%
CYP inhibitory promiscuity	-	0.9266	92.66%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4473	44.73%
Eye corrosion	-	0.9301	93.01%
Eye irritation	-	0.8918	89.18%
Skin irritation	-	0.6686	66.86%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3612	36.12%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5709	57.09%
skin sensitisation	-	0.6612	66.12%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7114	71.14%
Acute Oral Toxicity (c)	IV	0.4326	43.26%
Estrogen receptor binding	+	0.6280	62.80%
Androgen receptor binding	+	0.5696	56.96%
Thyroid receptor binding	+	0.5824	58.24%
Glucocorticoid receptor binding	+	0.6927	69.27%
Aromatase binding	-	0.7054	70.54%
PPAR gamma	+	0.6789	67.89%
Honey bee toxicity	-	0.6382	63.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9401	94.01%

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	92.42%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.15%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.14%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.59%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.43%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.26%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.22%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.87%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.88%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.22%	94.73%

Plants that contains it

• Elephantopus mollis

Cross-Links

• PubChem: 3483303
• LOTUS: LTS0029702
• wikiData: Q105297444