Emerone A

Details

• Internal ID: 41817669-b2b3-4449-81d5-ab0385fb1a9c
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: (1R,2R,3R,7S,9S,10S)-3,7,9-trihydroxy-2,6,6,10,13,14-hexamethyl-11,15-dioxatetracyclo[8.8.0.03,7.012,17]octadeca-12(17),13-diene-5,8,16-trione
• SMILES (Canonical): CC1C2CC3=C(C(=C(OC3=O)C)C)OC2(C(C(=O)C4(C1(CC(=O)C4(C)C)O)O)O)C
• SMILES (Isomeric): C[C@@H]1[C@H]2CC3=C(C(=C(OC3=O)C)C)O[C@@]2([C@@H](C(=O)[C@]4([C@]1(CC(=O)C4(C)C)O)O)O)C
• InChI: InChI=1S/C22H28O8/c1-9-11(3)29-18(26)12-7-13-10(2)21(27)8-14(23)19(4,5)22(21,28)17(25)16(24)20(13,6)30-15(9)12/h10,13,16,24,27-28H,7-8H2,1-6H3/t10-,13-,16-,20+,21-,22+/m1/s1
• InChI Key: WGHOCMXHILEPRJ-OZTGSLONSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₈
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.17841785 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL5204042

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8639	86.39%
Caco-2	-	0.5340	53.40%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5295	52.95%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7326	73.26%
P-glycoprotein inhibitior	-	0.5964	59.64%
P-glycoprotein substrate	-	0.5865	58.65%
CYP3A4 substrate	+	0.6607	66.07%
CYP2C9 substrate	+	0.8079	80.79%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.8983	89.83%
CYP2C9 inhibition	-	0.9050	90.50%
CYP2C19 inhibition	-	0.8840	88.40%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.7414	74.14%
CYP2C8 inhibition	-	0.6634	66.34%
CYP inhibitory promiscuity	-	0.9811	98.11%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6200	62.00%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8720	87.20%
Skin irritation	-	0.6818	68.18%
Skin corrosion	-	0.8903	89.03%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4331	43.31%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6576	65.76%
Acute Oral Toxicity (c)	III	0.3448	34.48%
Estrogen receptor binding	+	0.7556	75.56%
Androgen receptor binding	+	0.7235	72.35%
Thyroid receptor binding	+	0.6034	60.34%
Glucocorticoid receptor binding	+	0.7254	72.54%
Aromatase binding	+	0.6720	67.20%
PPAR gamma	+	0.5609	56.09%
Honey bee toxicity	-	0.8293	82.93%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9647	96.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.46%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.04%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.92%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.93%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.31%	96.95%
CHEMBL2996	Q05655	Protein kinase C delta	82.29%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.11%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682290
• LOTUS: LTS0270664
• wikiData: Q105304507