Jolkinolide E

Details

• Internal ID: fe10f698-9440-432a-bb88-688033254ce4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4aR,10aR,11aR,11bR)-4,4,8,11b-tetramethyl-2,3,4a,5,6,10a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-9-one
• SMILES (Canonical): CC1=C2C=C3CCC4C(CCCC4(C3CC2OC1=O)C)(C)C
• SMILES (Isomeric): CC1=C2C=C3CC[C@H]4[C@]([C@@H]3C[C@H]2OC1=O)(CCCC4(C)C)C
• InChI: InChI=1S/C20H28O2/c1-12-14-10-13-6-7-17-19(2,3)8-5-9-20(17,4)15(13)11-16(14)22-18(12)21/h10,15-17H,5-9,11H2,1-4H3/t15-,16-,17-,20+/m1/s1
• InChI Key: ZXEVPUOHSXARBR-VIPLHTEESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 54494-34-7
• (4aR,10aR,11aR,11bR)-4,4,8,11b-tetramethyl-2,3,4a,5,6,10a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-9-one
• AKOS040761930
• (4aR)-2,3,4,4aalpha,5,6,10abeta,11,11aalpha,11b-Decahydro-4,4,8,11bbeta-tetramethylphenanthro[3,2-b]furan-9(1H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9089	90.89%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5796	57.96%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.5964	59.64%
P-glycoprotein inhibitior	-	0.5629	56.29%
P-glycoprotein substrate	-	0.8624	86.24%
CYP3A4 substrate	+	0.6365	63.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.7067	70.67%
CYP2C9 inhibition	-	0.9307	93.07%
CYP2C19 inhibition	+	0.7172	71.72%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.5907	59.07%
CYP2C8 inhibition	-	0.7332	73.32%
CYP inhibitory promiscuity	-	0.7858	78.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5012	50.12%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9462	94.62%
Skin irritation	+	0.5298	52.98%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8699	86.99%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.5639	56.39%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6241	62.41%
Acute Oral Toxicity (c)	III	0.7942	79.42%
Estrogen receptor binding	+	0.7249	72.49%
Androgen receptor binding	+	0.6021	60.21%
Thyroid receptor binding	+	0.7407	74.07%
Glucocorticoid receptor binding	+	0.8267	82.67%
Aromatase binding	+	0.5208	52.08%
PPAR gamma	+	0.7636	76.36%
Honey bee toxicity	-	0.8857	88.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	95.73%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.37%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.60%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.37%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.67%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	86.16%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.78%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.49%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.10%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.75%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.72%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.09%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.40%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.98%	96.38%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.46%	86.00%

Plants that contains it

• Astragalus captiosus
• Caesalpinia pulcherrima
• Dryopteris sacrosancta
• Eleusine indica
• Euphorbia bupleuroides
• Euphorbia calyptrata
• Euphorbia guyoniana
• Euphorbia plumerioides
• Euphorbia retusa
• Heimia salicifolia
• Lemna trisulca
• Microlepia speluncae
• Narcissus cuneiflorus
• Osteospermum vaillantii
• Phlogacanthus curviflorus
• Rubus conduplicatus
• Scutellaria orientalis

Cross-Links

• PubChem: 5318716
• NPASS: NPC63724
• LOTUS: LTS0147746
• wikiData: Q105385481