(6,10-Dimethyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: 00db8998-5c06-45f9-afbd-7a2b8c062f28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6,10-dimethyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C=C(CCC=C(CC2C1C(=C)C(=O)O2)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C=C(CCC=C(CC2C1C(=C)C(=O)O2)C)C
• InChI: InChI=1S/C20H26O4/c1-6-14(4)19(21)23-16-10-12(2)8-7-9-13(3)11-17-18(16)15(5)20(22)24-17/h6,9-10,16-18H,5,7-8,11H2,1-4H3
• InChI Key: TVZVGKUKJBIRJK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.8828	88.28%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5897	58.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9167	91.67%
OATP1B3 inhibitior	+	0.8041	80.41%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5162	51.62%
P-glycoprotein inhibitior	-	0.5321	53.21%
P-glycoprotein substrate	-	0.8718	87.18%
CYP3A4 substrate	+	0.5924	59.24%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.6579	65.79%
CYP2C9 inhibition	-	0.8670	86.70%
CYP2C19 inhibition	-	0.7530	75.30%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	+	0.7283	72.83%
CYP2C8 inhibition	-	0.6650	66.50%
CYP inhibitory promiscuity	-	0.9096	90.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6558	65.58%
Eye corrosion	-	0.9461	94.61%
Eye irritation	-	0.8864	88.64%
Skin irritation	-	0.5189	51.89%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	+	0.5309	53.09%
Human Ether-a-go-go-Related Gene inhibition	+	0.7901	79.01%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7744	77.44%
skin sensitisation	-	0.7876	78.76%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.8820	88.20%
Acute Oral Toxicity (c)	III	0.4766	47.66%
Estrogen receptor binding	-	0.7195	71.95%
Androgen receptor binding	-	0.5078	50.78%
Thyroid receptor binding	-	0.5642	56.42%
Glucocorticoid receptor binding	+	0.5530	55.30%
Aromatase binding	-	0.6545	65.45%
PPAR gamma	+	0.5642	56.42%
Honey bee toxicity	-	0.6935	69.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	95.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.89%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.54%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.70%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.59%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.98%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.24%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.69%	96.09%
CHEMBL4208	P20618	Proteasome component C5	80.07%	90.00%

Plants that contains it

• Gochnatia vernonioides
• Richterago polymorpha
• Ursinia sericea

Cross-Links

• PubChem: 163013630
• LOTUS: LTS0120475
• wikiData: Q105265667