Zerumin

Details

• Internal ID: 27f7b496-e5ca-46f7-a5d2-78ea85f22eed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-3-hydroxy-2H-furan-5-one
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2C=CC3=C(COC3=O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2/C=C/C3=C(COC3=O)O)(C)C
• InChI: InChI=1S/C20H28O3/c1-13-6-9-17-19(2,3)10-5-11-20(17,4)15(13)8-7-14-16(21)12-23-18(14)22/h7-8,15,17,21H,1,5-6,9-12H2,2-4H3/b8-7+/t15-,17-,20+/m0/s1
• InChI Key: OEKNHOLIWSBXIC-NEMSWOBWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.71
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL1098958

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.6258	62.58%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7192	71.92%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5794	57.94%
P-glycoprotein inhibitior	-	0.7294	72.94%
P-glycoprotein substrate	-	0.8547	85.47%
CYP3A4 substrate	+	0.6401	64.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8977	89.77%
CYP3A4 inhibition	-	0.7620	76.20%
CYP2C9 inhibition	-	0.8045	80.45%
CYP2C19 inhibition	-	0.7700	77.00%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.6788	67.88%
CYP2C8 inhibition	-	0.5648	56.48%
CYP inhibitory promiscuity	-	0.9376	93.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5294	52.94%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8542	85.42%
Skin irritation	+	0.5310	53.10%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5302	53.02%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.7406	74.06%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6674	66.74%
Acute Oral Toxicity (c)	III	0.4577	45.77%
Estrogen receptor binding	+	0.5948	59.48%
Androgen receptor binding	-	0.5205	52.05%
Thyroid receptor binding	+	0.7600	76.00%
Glucocorticoid receptor binding	+	0.7571	75.71%
Aromatase binding	+	0.7378	73.78%
PPAR gamma	+	0.7377	73.77%
Honey bee toxicity	-	0.8228	82.28%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	98.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.65%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.54%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.25%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.70%	91.49%
CHEMBL2581	P07339	Cathepsin D	87.67%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	87.20%	94.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.15%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.35%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.64%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.80%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.63%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.50%	94.45%

Plants that contains it

• Alpinia zerumbet
• Curcuma comosa

Cross-Links

• PubChem: 54734314
• LOTUS: LTS0014885
• wikiData: Q105190337