(1S,4R,7Z,10Z,13S,14S)-7,11-dimethyl-4-prop-1-en-2-yl-15,17-dioxatricyclo[11.2.2.01,14]heptadeca-7,10-diene-6,9,16-trione

Details

• Internal ID: 923012ac-9d87-48a8-a445-de7dab7de8fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,4R,7Z,10Z,13S,14S)-7,11-dimethyl-4-prop-1-en-2-yl-15,17-dioxatricyclo[11.2.2.01,14]heptadeca-7,10-diene-6,9,16-trione
• InChI: InChI=1S/C20H24O5/c1-11(2)14-5-6-20-18(25-20)17(24-19(20)23)8-12(3)7-15(21)9-13(4)16(22)10-14/h7,9,14,17-18H,1,5-6,8,10H2,2-4H3/b12-7-,13-9-/t14-,17+,18+,20+/m1/s1
• InChI Key: RXASCVGYICBJCX-PXNSKASPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 73.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.5664	56.64%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7016	70.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6207	62.07%
P-glycoprotein inhibitior	-	0.5880	58.80%
P-glycoprotein substrate	-	0.5830	58.30%
CYP3A4 substrate	+	0.6122	61.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8890	88.90%
CYP3A4 inhibition	-	0.7217	72.17%
CYP2C9 inhibition	-	0.9236	92.36%
CYP2C19 inhibition	-	0.9083	90.83%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	+	0.6126	61.26%
CYP2C8 inhibition	-	0.7609	76.09%
CYP inhibitory promiscuity	-	0.9575	95.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5818	58.18%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.8980	89.80%
Skin irritation	+	0.5170	51.70%
Skin corrosion	-	0.8116	81.16%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6413	64.13%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6229	62.29%
skin sensitisation	-	0.7547	75.47%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.8358	83.58%
Acute Oral Toxicity (c)	III	0.5237	52.37%
Estrogen receptor binding	+	0.7389	73.89%
Androgen receptor binding	+	0.6772	67.72%
Thyroid receptor binding	-	0.6307	63.07%
Glucocorticoid receptor binding	+	0.7619	76.19%
Aromatase binding	-	0.5606	56.06%
PPAR gamma	+	0.6407	64.07%
Honey bee toxicity	-	0.8226	82.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9882	98.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.45%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.12%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.17%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.92%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.16%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.56%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.68%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.03%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.01%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.99%	97.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.59%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.31%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46201630
• LOTUS: LTS0182251
• wikiData: Q104396629