Gersemolide

Details

• Internal ID: cb984a96-3fb0-4a27-ac12-c22ec0f89511
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4R,7Z,10R,11R)-7-methyl-4,10-bis(prop-1-en-2-yl)-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione
• InChI: InChI=1S/C20H24O4/c1-11(2)14-6-7-15-10-18(24-20(15)23)19(12(3)4)17(22)8-13(5)16(21)9-14/h8,10,14,18-19H,1,3,6-7,9H2,2,4-5H3/b13-8-/t14-,18-,19+/m1/s1
• InChI Key: YEBDNBDBHUUVGR-OSGWYAKPSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 106231-28-1
• (4R,7Z,10R,11R)-7-METHYL-4,10-BIS(PROP-1-EN-2-YL)-12-OXABICYCLO[9.2.1]TETRADECA-1(14),7-DIENE-6,9,13-TRIONE
• DTXSID10475543
• NSC726175
• NSC-726175

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.5282	52.82%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6255	62.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.9062	90.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8836	88.36%
P-glycoprotein inhibitior	-	0.6557	65.57%
P-glycoprotein substrate	-	0.7660	76.60%
CYP3A4 substrate	+	0.6058	60.58%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8995	89.95%
CYP3A4 inhibition	-	0.7285	72.85%
CYP2C9 inhibition	-	0.8907	89.07%
CYP2C19 inhibition	-	0.8760	87.60%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	+	0.6725	67.25%
CYP2C8 inhibition	-	0.8059	80.59%
CYP inhibitory promiscuity	-	0.9322	93.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9525	95.25%
Carcinogenicity (trinary)	Non-required	0.5902	59.02%
Eye corrosion	-	0.9116	91.16%
Eye irritation	-	0.8693	86.93%
Skin irritation	+	0.5249	52.49%
Skin corrosion	-	0.8539	85.39%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6266	62.66%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6939	69.39%
skin sensitisation	-	0.7472	74.72%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5720	57.20%
Acute Oral Toxicity (c)	III	0.5732	57.32%
Estrogen receptor binding	-	0.5583	55.83%
Androgen receptor binding	-	0.5192	51.92%
Thyroid receptor binding	-	0.5970	59.70%
Glucocorticoid receptor binding	+	0.6401	64.01%
Aromatase binding	-	0.7143	71.43%
PPAR gamma	+	0.5668	56.68%
Honey bee toxicity	-	0.8644	86.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9778	97.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.87%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.25%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.71%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.31%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.21%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.64%	97.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.49%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.06%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.54%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.73%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12000066
• LOTUS: LTS0193973
• wikiData: Q82306134