Eryngiolide A

Details

• Internal ID: 2b1d7406-5ab8-427e-a6f6-cfe8c53b4ac1
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,4S,5R,6S,9R,10R,13S,14R,15S)-4,5,13,14-tetrahydroxy-4,9,13-trimethyl-18-methylidene-7,16-dioxatricyclo[13.3.0.06,10]octadecane-8,17-dione
• SMILES (Canonical): CC1C2CCC(C(C3C(CCC(C(C2OC1=O)O)(C)O)C(=C)C(=O)O3)O)(C)O
• SMILES (Isomeric): C[C@@H]1[C@H]2CC[C@]([C@@H]([C@@H]3[C@H](CC[C@]([C@@H]([C@H]2OC1=O)O)(C)O)C(=C)C(=O)O3)O)(C)O
• InChI: InChI=1S/C20H30O8/c1-9-11-5-7-19(3,25)16(22)14-12(10(2)18(24)28-14)6-8-20(4,26)15(21)13(11)27-17(9)23/h10-16,21-22,25-26H,1,5-8H2,2-4H3/t10-,11-,12-,13+,14+,15-,16-,19+,20+/m1/s1
• InChI Key: GHZVTIKGATYJRL-WZRMTEHQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₈
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.19406791 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.06
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9412	94.12%
Caco-2	-	0.6583	65.83%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5560	55.60%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.8623	86.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7842	78.42%
BSEP inhibitior	-	0.8688	86.88%
P-glycoprotein inhibitior	-	0.6791	67.91%
P-glycoprotein substrate	-	0.7637	76.37%
CYP3A4 substrate	+	0.6295	62.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	-	0.7050	70.50%
CYP2C9 inhibition	-	0.8194	81.94%
CYP2C19 inhibition	-	0.8330	83.30%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.6419	64.19%
CYP2C8 inhibition	-	0.7820	78.20%
CYP inhibitory promiscuity	-	0.9764	97.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4201	42.01%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9003	90.03%
Skin irritation	+	0.5788	57.88%
Skin corrosion	-	0.7987	79.87%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4438	44.38%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.8074	80.74%
skin sensitisation	-	0.7924	79.24%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6624	66.24%
Acute Oral Toxicity (c)	III	0.3866	38.66%
Estrogen receptor binding	+	0.8446	84.46%
Androgen receptor binding	+	0.6726	67.26%
Thyroid receptor binding	+	0.6271	62.71%
Glucocorticoid receptor binding	+	0.7627	76.27%
Aromatase binding	-	0.5132	51.32%
PPAR gamma	-	0.5127	51.27%
Honey bee toxicity	-	0.7839	78.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9324	93.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.82%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.04%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.64%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.08%	97.05%
CHEMBL2996	Q05655	Protein kinase C delta	83.74%	97.79%
CHEMBL2581	P07339	Cathepsin D	83.66%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.52%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.38%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.01%	89.00%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 60200847
• NPASS: NPC126136
• LOTUS: LTS0007529
• wikiData: Q77425494