3,6,10-trimethyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one

Details

• Internal ID: 911b05ef-f04c-4ba3-b100-6f395a7a06db
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 3,6,10-trimethyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one
• InChI: InChI=1S/C21H32O8/c1-10-4-7-14(28-21-19(25)18(24)17(23)16(9-22)29-21)11(2)5-6-13-12(3)20(26)27-15(13)8-10/h4-5,12-19,21-25H,6-9H2,1-3H3
• InChI Key: YOWJRBMJNWMWOH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₈
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.20971797 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7955	79.55%
Caco-2	-	0.7645	76.45%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7636	76.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8934	89.34%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7113	71.13%
P-glycoprotein inhibitior	-	0.8059	80.59%
P-glycoprotein substrate	-	0.7370	73.70%
CYP3A4 substrate	+	0.6080	60.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.8537	85.37%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.8933	89.33%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.7899	78.99%
CYP2C8 inhibition	-	0.8337	83.37%
CYP inhibitory promiscuity	-	0.8665	86.65%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9764	97.64%
Skin irritation	-	0.6897	68.97%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.5918	59.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.5537	55.37%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5946	59.46%
skin sensitisation	-	0.8912	89.12%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7219	72.19%
Acute Oral Toxicity (c)	III	0.4743	47.43%
Estrogen receptor binding	+	0.6480	64.80%
Androgen receptor binding	-	0.5653	56.53%
Thyroid receptor binding	-	0.6340	63.40%
Glucocorticoid receptor binding	-	0.4658	46.58%
Aromatase binding	-	0.6343	63.43%
PPAR gamma	-	0.5788	57.88%
Honey bee toxicity	-	0.7161	71.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9551	95.51%

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	94.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.18%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.46%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.33%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.31%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.20%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.48%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.33%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.35%	96.61%
CHEMBL220	P22303	Acetylcholinesterase	81.81%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%

Plants that contains it

• Liatris aspera

Cross-Links

• PubChem: 162910527
• LOTUS: LTS0147279
• wikiData: Q105351576