[8-Hydroxy-3,8-dimethyl-12-methylidene-9-(2-methylpropoxy)-7,13-dioxo-5,14-dioxatricyclo[9.3.0.04,6]tetradecan-10-yl] but-2-enoate

Details

• Internal ID: 9f372170-d43d-4d9c-99af-d7012a32936f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [8-hydroxy-3,8-dimethyl-12-methylidene-9-(2-methylpropoxy)-7,13-dioxo-5,14-dioxatricyclo[9.3.0.04,6]tetradecan-10-yl] but-2-enoate
• SMILES (Canonical): CC=CC(=O)OC1C2C(CC(C3C(O3)C(=O)C(C1OCC(C)C)(C)O)C)OC(=O)C2=C
• SMILES (Isomeric): CC=CC(=O)OC1C2C(CC(C3C(O3)C(=O)C(C1OCC(C)C)(C)O)C)OC(=O)C2=C
• InChI: InChI=1S/C23H32O8/c1-7-8-15(24)30-18-16-13(5)22(26)29-14(16)9-12(4)17-19(31-17)20(25)23(6,27)21(18)28-10-11(2)3/h7-8,11-12,14,16-19,21,27H,5,9-10H2,1-4,6H3
• InChI Key: PYCLSFYZDXFSKA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₈
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.20971797 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9443	94.43%
Caco-2	-	0.6084	60.84%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7042	70.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.8800	88.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5314	53.14%
P-glycoprotein inhibitior	+	0.6857	68.57%
P-glycoprotein substrate	-	0.5346	53.46%
CYP3A4 substrate	+	0.6622	66.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9053	90.53%
CYP3A4 inhibition	-	0.6450	64.50%
CYP2C9 inhibition	-	0.7164	71.64%
CYP2C19 inhibition	-	0.7871	78.71%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.7673	76.73%
CYP2C8 inhibition	-	0.6310	63.10%
CYP inhibitory promiscuity	-	0.8305	83.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.4525	45.25%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.6617	66.17%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.5632	56.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.5348	53.48%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6802	68.02%
skin sensitisation	-	0.6370	63.70%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6179	61.79%
Acute Oral Toxicity (c)	III	0.4575	45.75%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.5688	56.88%
Thyroid receptor binding	+	0.5901	59.01%
Glucocorticoid receptor binding	+	0.7265	72.65%
Aromatase binding	+	0.6068	60.68%
PPAR gamma	+	0.6539	65.39%
Honey bee toxicity	-	0.6897	68.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9464	94.64%

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%
CHEMBL221	P23219	Cyclooxygenase-1	96.72%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.13%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.82%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	94.49%	98.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	93.27%	97.79%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.38%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.42%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.41%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.33%	96.47%
CHEMBL4040	P28482	MAP kinase ERK2	88.23%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.70%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.63%	95.50%
CHEMBL4072	P07858	Cathepsin B	85.73%	93.67%
CHEMBL2581	P07339	Cathepsin D	85.64%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.59%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.18%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.76%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.71%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.55%	89.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.89%	92.29%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.08%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.33%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	80.27%	94.73%

Plants that contains it

• Calea urticifolia

Cross-Links

• PubChem: 163048584
• LOTUS: LTS0012269
• wikiData: Q105216513