Emericellene A

Details

• Internal ID: d23e7d7d-a2d5-4346-bb4e-438a2595acc0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (1R,3E,7E,11R,12S,15S)-4,8-dimethyl-15-(4-methylpent-3-enyl)spiro[bicyclo[9.3.1]pentadeca-3,7-diene-12,2'-oxirane]-15-carbaldehyde
• SMILES (Canonical): CC1=CCCC(=CCC2CCC3(CO3)C(C2(CCC=C(C)C)C=O)CC1)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/C[C@H]2CC[C@@]3(CO3)[C@@H]([C@@]2(CCC=C(C)C)C=O)CC1)/C
• InChI: InChI=1S/C25H38O2/c1-19(2)7-6-15-24(17-26)22-12-10-20(3)8-5-9-21(4)11-13-23(24)25(16-14-22)18-27-25/h7,9-10,17,22-23H,5-6,8,11-16,18H2,1-4H3/b20-10+,21-9+/t22-,23+,24-,25+/m0/s1
• InChI Key: CFTIGVMTUOJNLU-MPEFEAGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₂
• Molecular Weight: 370.60 g/mol
• Exact Mass: 370.287180451 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 6.57
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6704	67.04%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5012	50.12%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9085	90.85%
P-glycoprotein inhibitior	-	0.4650	46.50%
P-glycoprotein substrate	-	0.7004	70.04%
CYP3A4 substrate	+	0.6315	63.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7828	78.28%
CYP3A4 inhibition	-	0.8804	88.04%
CYP2C9 inhibition	-	0.5503	55.03%
CYP2C19 inhibition	+	0.5335	53.35%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	+	0.5971	59.71%
CYP2C8 inhibition	-	0.5973	59.73%
CYP inhibitory promiscuity	-	0.7328	73.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5691	56.91%
Eye corrosion	-	0.9358	93.58%
Eye irritation	-	0.8538	85.38%
Skin irritation	-	0.6290	62.90%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3746	37.46%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6046	60.46%
skin sensitisation	+	0.7836	78.36%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6921	69.21%
Acute Oral Toxicity (c)	III	0.6980	69.80%
Estrogen receptor binding	+	0.6695	66.95%
Androgen receptor binding	+	0.5247	52.47%
Thyroid receptor binding	+	0.6853	68.53%
Glucocorticoid receptor binding	+	0.6738	67.38%
Aromatase binding	+	0.6197	61.97%
PPAR gamma	+	0.6491	64.91%
Honey bee toxicity	-	0.8144	81.44%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9389	93.89%

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	97.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.95%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.48%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.47%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.08%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.48%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.59%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.70%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.20%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586459
• LOTUS: LTS0001090
• wikiData: Q104956954