[3,4,5-Trihydroxy-6-[(6-hydroxy-6-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl)oxy]oxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate

Details

• Internal ID: 8f13d0b9-7481-461d-b6c4-8981f1602336
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [3,4,5-trihydroxy-6-[(6-hydroxy-6-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl)oxy]oxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate
• SMILES (Canonical): CC1(CCC2C(C3C1CC(C3=C)OC4C(C(C(C(O4)COC(=O)CC5=CC=C(C=C5)O)O)O)O)OC(=O)C2=C)O
• SMILES (Isomeric): CC1(CCC2C(C3C1CC(C3=C)OC4C(C(C(C(O4)COC(=O)CC5=CC=C(C=C5)O)O)O)O)OC(=O)C2=C)O
• InChI: InChI=1S/C29H36O11/c1-13-17-8-9-29(3,36)18-11-19(14(2)22(18)26(17)40-27(13)35)38-28-25(34)24(33)23(32)20(39-28)12-37-21(31)10-15-4-6-16(30)7-5-15/h4-7,17-20,22-26,28,30,32-34,36H,1-2,8-12H2,3H3
• InChI Key: CVDZSJQRLCCTGM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₁
• Molecular Weight: 560.60 g/mol
• Exact Mass: 560.22576196 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9082	90.82%
Caco-2	-	0.8787	87.87%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7898	78.98%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.7806	78.06%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9021	90.21%
BSEP inhibitior	-	0.6570	65.70%
P-glycoprotein inhibitior	-	0.4647	46.47%
P-glycoprotein substrate	-	0.5066	50.66%
CYP3A4 substrate	+	0.7249	72.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.8131	81.31%
CYP2C9 inhibition	-	0.7887	78.87%
CYP2C19 inhibition	-	0.7353	73.53%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.7875	78.75%
CYP2C8 inhibition	+	0.7649	76.49%
CYP inhibitory promiscuity	-	0.8893	88.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5841	58.41%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.6265	62.65%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5976	59.76%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6481	64.81%
Acute Oral Toxicity (c)	I	0.4526	45.26%
Estrogen receptor binding	+	0.8088	80.88%
Androgen receptor binding	+	0.6543	65.43%
Thyroid receptor binding	-	0.5156	51.56%
Glucocorticoid receptor binding	+	0.6101	61.01%
Aromatase binding	+	0.6318	63.18%
PPAR gamma	+	0.6450	64.50%
Honey bee toxicity	-	0.7256	72.56%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	97.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.68%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.00%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	94.65%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.47%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.36%	95.89%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.89%	95.64%
CHEMBL2996	Q05655	Protein kinase C delta	87.84%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.50%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.70%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.66%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.02%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.52%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.27%	95.93%
CHEMBL5957	P21589	5'-nucleotidase	82.70%	97.78%
CHEMBL5255	O00206	Toll-like receptor 4	82.23%	92.50%

Plants that contains it

• Nabalus acerifolius

Cross-Links

• PubChem: 73818320
• LOTUS: LTS0182034
• wikiData: Q104970687