Epicoccolide A

Details

• Internal ID: 09ea197e-ce39-46f6-9255-748e63fbb5c0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (1R,9S)-5,6,11,12,13-pentahydroxy-4,14-dimethyl-16-oxo-8,17-dioxatetracyclo[7.7.1.02,7.010,15]heptadeca-2(7),3,5,10,12,14-hexaene-3-carbaldehyde
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)O)OC3C4=C(C(=C(C(=C4C(=O)C2O3)C)O)O)O)C=O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)O)O[C@H]3C4=C(C(=C(C(=C4C(=O)[C@@H]2O3)C)O)O)O)C=O
• InChI: InChI=1S/C18H14O9/c1-4-6(3-19)8-16-13(23)7-5(2)11(21)14(24)12(22)9(7)18(26-16)27-17(8)15(25)10(4)20/h3,16,18,20-22,24-25H,1-2H3/t16-,18+/m1/s1
• InChI Key: VFBCGYVZJVAFIO-AEFFLSMTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₉
• Molecular Weight: 374.30 g/mol
• Exact Mass: 374.06378202 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6572	65.72%
Caco-2	-	0.7073	70.73%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6345	63.45%
OATP2B1 inhibitior	-	0.7031	70.31%
OATP1B1 inhibitior	+	0.6895	68.95%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8563	85.63%
P-glycoprotein inhibitior	-	0.9078	90.78%
P-glycoprotein substrate	-	0.8375	83.75%
CYP3A4 substrate	+	0.5431	54.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.8988	89.88%
CYP2C19 inhibition	-	0.9489	94.89%
CYP2D6 inhibition	-	0.9604	96.04%
CYP1A2 inhibition	-	0.7798	77.98%
CYP2C8 inhibition	-	0.7633	76.33%
CYP inhibitory promiscuity	-	0.9172	91.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7014	70.14%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.5794	57.94%
Skin irritation	-	0.6054	60.54%
Skin corrosion	-	0.8973	89.73%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4937	49.37%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8520	85.20%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5519	55.19%
Acute Oral Toxicity (c)	III	0.4546	45.46%
Estrogen receptor binding	+	0.7076	70.76%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	-	0.5588	55.88%
Glucocorticoid receptor binding	-	0.5662	56.62%
Aromatase binding	-	0.7552	75.52%
PPAR gamma	-	0.5650	56.50%
Honey bee toxicity	-	0.8598	85.98%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9541	95.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	95.51%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.43%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.91%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.56%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.35%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.25%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.50%	91.11%

Plants that contains it

• Aconitum liangshanicum
• Aconitum sachalinense
• Ageratina gracilis
• Alstonia deplanchei
• Asteriscus graveolens
• Baccharis megapotamica
• Centrosema pascuorum
• Ceratozamia fuscoviridis
• Citrus glauca
• Critonia quadrangularis
• Ficus simplicissima
• Flemingia macrophylla
• Gynura bicolor
• Haplophyllum dauricum
• Marrubium supinum
• Metalasia capitata
• Orthosphenia mexicana
• Oxyanthus speciosus
• Quercus dentata
• Rheum tanguticum
• Rhynchopsidium pumilum
• Senecio latifolius
• Senecio peripotamus
• Solanum elaeagnifolium
• Stevia mercedensis
• Strychnos tabascana
• Styrax hookeri
• Swinglea glutinosa
• Theobroma cacao
• Thuja standishii
• Verbesina rupestris

Cross-Links

• PubChem: 71732639
• NPASS: NPC264084
• LOTUS: LTS0129417
• wikiData: Q75068683