15-Deoxygoyazensolide

Details

• Internal ID: d3986e7b-ebcf-4dbb-b371-8d784597ab2f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(2Z,4R,8R,9S,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl] 2-methylprop-2-enoate
• SMILES (Canonical): CC1=CC2C(C(CC3(C(=O)C=C1O3)C)OC(=O)C(=C)C)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C/[C@@H]2[C@@H]([C@H](C[C@@]3(C(=O)C=C1O3)C)OC(=O)C(=C)C)C(=C)C(=O)O2
• InChI: InChI=1S/C19H20O6/c1-9(2)17(21)24-14-8-19(5)15(20)7-12(25-19)10(3)6-13-16(14)11(4)18(22)23-13/h6-7,13-14,16H,1,4,8H2,2-3,5H3/b10-6-/t13-,14+,16+,19-/m1/s1
• InChI Key: RYBHZNMPMHOBAR-MFRWKCHVSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL4159192
• BDBM50466116
• (1beta,2S,10alpha)-2beta-(Methacryloyloxy)-4,8-dimethyl-13-methylene-4beta,7-epoxy-11-oxabicyclo[8.3.0]trideca-6,8-diene-5,12-dione
• [(2Z,4R,8R,9S,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl] 2-methylprop-2-enoate
• 81767-50-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.6204	62.04%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6238	62.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.8450	84.50%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8077	80.77%
P-glycoprotein inhibitior	-	0.5624	56.24%
P-glycoprotein substrate	-	0.5385	53.85%
CYP3A4 substrate	+	0.6679	66.79%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.5881	58.81%
CYP2C9 inhibition	-	0.9074	90.74%
CYP2C19 inhibition	-	0.8781	87.81%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.7551	75.51%
CYP2C8 inhibition	-	0.6501	65.01%
CYP inhibitory promiscuity	-	0.8600	86.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.3704	37.04%
Eye corrosion	-	0.9485	94.85%
Eye irritation	-	0.6487	64.87%
Skin irritation	-	0.6637	66.37%
Skin corrosion	-	0.9123	91.23%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3986	39.86%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6781	67.81%
skin sensitisation	-	0.6009	60.09%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7133	71.33%
Acute Oral Toxicity (c)	III	0.4364	43.64%
Estrogen receptor binding	+	0.6756	67.56%
Androgen receptor binding	+	0.6420	64.20%
Thyroid receptor binding	+	0.5859	58.59%
Glucocorticoid receptor binding	-	0.5244	52.44%
Aromatase binding	-	0.6837	68.37%
PPAR gamma	+	0.7113	71.13%
Honey bee toxicity	-	0.6777	67.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9537	95.37%

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	98.26%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.54%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.84%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.77%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.75%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.79%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.58%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.18%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.37%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.69%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.10%	94.00%

Plants that contains it

• Eremanthus erythropappus
• Lychnophora ericoides
• Lychnophora markgravii
• Lychnophora pohlii
• Lychnophora pseudovillosissima
• Melaleuca cuticularis
• Minasia alpestris
• Piptocoma rufescens
• Vachellia pennatula
• Vepris gabonensis

Cross-Links

• PubChem: 14314508
• NPASS: NPC149561
• LOTUS: LTS0266272
• wikiData: Q104400082