(3a,4-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-5-yl) 2-methylbut-2-enoate

Details

• Internal ID: 29576766-a20a-4b96-afe7-1149abe6eda3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3a,4-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-5-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O6/c1-6-12(3)18(22)26-16-13(4)9-7-8-11(2)10-15-20(24,17(16)21)14(5)19(23)25-15/h6,9-10,15-17,21,24H,5,7-8H2,1-4H3
• InChI Key: CTVNMICJHWLINA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9498	94.98%
Caco-2	+	0.6314	63.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5644	56.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.8695	86.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8271	82.71%
BSEP inhibitior	-	0.5347	53.47%
P-glycoprotein inhibitior	-	0.5245	52.45%
P-glycoprotein substrate	-	0.7982	79.82%
CYP3A4 substrate	+	0.6483	64.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.6914	69.14%
CYP2C9 inhibition	-	0.7893	78.93%
CYP2C19 inhibition	-	0.8196	81.96%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	+	0.6441	64.41%
CYP2C8 inhibition	-	0.6660	66.60%
CYP inhibitory promiscuity	-	0.9275	92.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4909	49.09%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.9227	92.27%
Skin irritation	+	0.5102	51.02%
Skin corrosion	-	0.8466	84.66%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5638	56.38%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6824	68.24%
skin sensitisation	-	0.7277	72.77%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7520	75.20%
Acute Oral Toxicity (c)	III	0.4506	45.06%
Estrogen receptor binding	-	0.4857	48.57%
Androgen receptor binding	-	0.5747	57.47%
Thyroid receptor binding	-	0.5759	57.59%
Glucocorticoid receptor binding	+	0.5498	54.98%
Aromatase binding	+	0.5255	52.55%
PPAR gamma	+	0.6633	66.33%
Honey bee toxicity	-	0.7549	75.49%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9787	97.87%

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	98.06%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.98%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.17%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.28%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.55%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.05%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.94%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.61%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.26%	91.07%

Plants that contains it

• Montanoa atriplicifolia

Cross-Links

• PubChem: 163026261
• LOTUS: LTS0269173
• wikiData: Q104970093