Jewenol A

Details

• Internal ID: b724b6b4-8e54-41c8-93c5-b881ad18f8e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (Z)-2-[2-[(1S,2R,4aS,8aR)-4a,5-bis(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]but-2-ene-1,4-diol
• InChI: InChI=1S/C20H34O4/c1-15-6-10-20(14-24)17(13-23)4-3-5-18(20)19(15,2)9-7-16(12-22)8-11-21/h4,8,15,18,21-24H,3,5-7,9-14H2,1-2H3/b16-8-/t15-,18-,19+,20-/m1/s1
• InChI Key: KZBUOBLJHGAMHA-XEYLXHPYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• CHEMBL2269911

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9720	97.20%
Caco-2	+	0.7280	72.80%
Blood Brain Barrier	+	0.5651	56.51%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4707	47.07%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8667	86.67%
OATP1B3 inhibitior	+	0.8815	88.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5857	58.57%
BSEP inhibitior	-	0.5105	51.05%
P-glycoprotein inhibitior	-	0.8853	88.53%
P-glycoprotein substrate	-	0.6482	64.82%
CYP3A4 substrate	+	0.6017	60.17%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.6309	63.09%
CYP2C9 inhibition	-	0.8195	81.95%
CYP2C19 inhibition	-	0.8229	82.29%
CYP2D6 inhibition	-	0.8798	87.98%
CYP1A2 inhibition	-	0.8375	83.75%
CYP2C8 inhibition	+	0.4445	44.45%
CYP inhibitory promiscuity	-	0.6476	64.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6622	66.22%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.8400	84.00%
Skin corrosion	-	0.9778	97.78%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4810	48.10%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5041	50.41%
skin sensitisation	-	0.5861	58.61%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7061	70.61%
Acute Oral Toxicity (c)	III	0.5248	52.48%
Estrogen receptor binding	+	0.8445	84.45%
Androgen receptor binding	+	0.5395	53.95%
Thyroid receptor binding	+	0.6483	64.83%
Glucocorticoid receptor binding	+	0.7935	79.35%
Aromatase binding	+	0.7006	70.06%
PPAR gamma	+	0.5609	56.09%
Honey bee toxicity	-	0.8693	86.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	96.89%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.70%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.67%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.87%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.48%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.55%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.75%	82.69%
CHEMBL2581	P07339	Cathepsin D	82.56%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	82.20%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.77%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.43%	95.56%

Plants that contains it

• Baccharis linearis
• Portulaca oleracea
• Portulaca pilosa

Cross-Links

• PubChem: 14137512
• LOTUS: LTS0255878
• wikiData: Q105148080