2-[(1S,2R,5R,7S,8S,11S,12R)-7-acetyloxy-2,8,11-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoic acid

Details

• Internal ID: 564e8883-9631-429c-8153-311656c63ac2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1S,2R,5R,7S,8S,11S,12R)-7-acetyloxy-2,8,11-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoic acid
• InChI: InChI=1S/C22H36O8/c1-13(19(25)26)15-6-9-20(3,27)17-8-11-22(5,30-17)16(24)7-10-21(4,28)18(12-15)29-14(2)23/h15-18,24,27-28H,1,6-12H2,2-5H3,(H,25,26)/t15-,16+,17+,18+,20-,21+,22-/m1/s1
• InChI Key: DTBIJVSZQRYFFB-LGOXWGFVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₈
• Molecular Weight: 428.50 g/mol
• Exact Mass: 428.24101810 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9747	97.47%
Caco-2	-	0.5687	56.87%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6934	69.34%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.8590	85.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7342	73.42%
BSEP inhibitior	-	0.7764	77.64%
P-glycoprotein inhibitior	-	0.6396	63.96%
P-glycoprotein substrate	-	0.7706	77.06%
CYP3A4 substrate	+	0.6616	66.16%
CYP2C9 substrate	-	0.8099	80.99%
CYP2D6 substrate	-	0.8950	89.50%
CYP3A4 inhibition	-	0.5395	53.95%
CYP2C9 inhibition	-	0.7641	76.41%
CYP2C19 inhibition	-	0.7341	73.41%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	+	0.5638	56.38%
CYP2C8 inhibition	-	0.6070	60.70%
CYP inhibitory promiscuity	-	0.9453	94.53%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5927	59.27%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9155	91.55%
Skin irritation	+	0.5819	58.19%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5354	53.54%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5176	51.76%
skin sensitisation	-	0.8121	81.21%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5386	53.86%
Acute Oral Toxicity (c)	III	0.3733	37.33%
Estrogen receptor binding	+	0.8190	81.90%
Androgen receptor binding	-	0.5152	51.52%
Thyroid receptor binding	+	0.5388	53.88%
Glucocorticoid receptor binding	+	0.7382	73.82%
Aromatase binding	+	0.7650	76.50%
PPAR gamma	+	0.6602	66.02%
Honey bee toxicity	-	0.7792	77.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9888	98.88%

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	93.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.26%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	92.80%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.03%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.01%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.08%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.01%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.16%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.83%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.56%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163003302
• LOTUS: LTS0065607
• wikiData: Q104988166