[3-methyl-6,9-dimethylidene-2-oxo-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-8-yl] 2-methylbut-2-enoate

Details

• Internal ID: 34426e21-ec0b-496a-8dd5-b9671d57f0b2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [3-methyl-6,9-dimethylidene-2-oxo-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-8-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C26H36O10/c1-6-10(2)24(31)33-15-8-14-11(3)7-16(19-13(5)25(32)36-23(19)18(14)12(15)4)34-26-22(30)21(29)20(28)17(9-27)35-26/h6,13-23,26-30H,3-4,7-9H2,1-2,5H3
• InChI Key: UIBUXXKQQOQDMN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₁₀
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.23084734 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5678	56.78%
Caco-2	-	0.8424	84.24%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7268	72.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7886	78.86%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6980	69.80%
P-glycoprotein inhibitior	-	0.5787	57.87%
P-glycoprotein substrate	-	0.5112	51.12%
CYP3A4 substrate	+	0.6752	67.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9006	90.06%
CYP3A4 inhibition	-	0.7106	71.06%
CYP2C9 inhibition	-	0.8465	84.65%
CYP2C19 inhibition	-	0.8407	84.07%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.8526	85.26%
CYP2C8 inhibition	-	0.6827	68.27%
CYP inhibitory promiscuity	-	0.8704	87.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6650	66.50%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9366	93.66%
Skin irritation	-	0.7220	72.20%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5708	57.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.6426	64.26%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5446	54.46%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6709	67.09%
Acute Oral Toxicity (c)	III	0.5394	53.94%
Estrogen receptor binding	+	0.7071	70.71%
Androgen receptor binding	+	0.5782	57.82%
Thyroid receptor binding	-	0.5129	51.29%
Glucocorticoid receptor binding	+	0.5849	58.49%
Aromatase binding	+	0.5326	53.26%
PPAR gamma	+	0.5587	55.87%
Honey bee toxicity	-	0.5741	57.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9092	90.92%

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	96.68%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.72%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.35%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.66%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.10%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.90%	89.34%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.48%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.08%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	82.81%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.29%	95.89%

Plants that contains it

• Pseudopodospermum hispanicum

Cross-Links

• PubChem: 85236261
• LOTUS: LTS0089296
• wikiData: Q105273224