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

Details

• Internal ID: efffad2e-0081-491b-8ef7-644410e585ee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl) 3-methylbut-2-enoate
• InChI: InChI=1S/C20H26O6/c1-10(2)8-16(22)26-19-11(3)6-7-14(21)12(4)9-15-17(18(19)23)13(5)20(24)25-15/h6,8-9,14-15,17-19,21,23H,5,7H2,1-4H3
• InChI Key: KMJCZISDTGOTDT-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: 1.70
• Atomic LogP (AlogP): 1.98
• 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	+	0.9844	98.44%
Caco-2	+	0.5206	52.06%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6164	61.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9098	90.98%
OATP1B3 inhibitior	+	0.9029	90.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4834	48.34%
P-glycoprotein inhibitior	-	0.6014	60.14%
P-glycoprotein substrate	-	0.6913	69.13%
CYP3A4 substrate	+	0.6046	60.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8999	89.99%
CYP3A4 inhibition	-	0.8719	87.19%
CYP2C9 inhibition	-	0.8847	88.47%
CYP2C19 inhibition	-	0.8284	82.84%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	-	0.7904	79.04%
CYP2C8 inhibition	-	0.7247	72.47%
CYP inhibitory promiscuity	-	0.9241	92.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5223	52.23%
Eye corrosion	-	0.9544	95.44%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.6408	64.08%
Skin corrosion	-	0.9167	91.67%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6861	68.61%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7086	70.86%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6085	60.85%
Acute Oral Toxicity (c)	III	0.3815	38.15%
Estrogen receptor binding	+	0.6370	63.70%
Androgen receptor binding	-	0.6105	61.05%
Thyroid receptor binding	-	0.5655	56.55%
Glucocorticoid receptor binding	+	0.5987	59.87%
Aromatase binding	-	0.6197	61.97%
PPAR gamma	+	0.5603	56.03%
Honey bee toxicity	-	0.6163	61.63%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9379	93.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.40%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.47%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.52%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.11%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.73%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	85.38%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.93%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.96%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.28%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.13%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.04%	95.89%

Plants that contains it

• Balsamorhiza sagittata

Cross-Links

• PubChem: 162918466
• LOTUS: LTS0101845
• wikiData: Q105142989