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

Details

• Internal ID: 087e5485-648a-433f-a19f-9ea0489ccd2f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1S,2R,5R,7S,8S,11S,12R)-11-acetyloxy-2,7,8-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)15-6-9-21(4,28)17-8-11-22(5,30-17)18(29-14(2)23)7-10-20(3,27)16(24)12-15/h15-18,24,27-28H,1,6-12H2,2-5H3,(H,25,26)/t15-,16+,17+,18+,20+,21-,22-/m1/s1
• InChI Key: INBOQUCRMWYRMZ-GJLUKNDPSA-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	+	0.9569	95.69%
Caco-2	-	0.6482	64.82%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7062	70.62%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.8749	87.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7342	73.42%
BSEP inhibitior	+	0.5516	55.16%
P-glycoprotein inhibitior	-	0.6694	66.94%
P-glycoprotein substrate	-	0.7449	74.49%
CYP3A4 substrate	+	0.6667	66.67%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.5288	52.88%
CYP2C9 inhibition	-	0.7105	71.05%
CYP2C19 inhibition	-	0.6562	65.62%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	+	0.5739	57.39%
CYP2C8 inhibition	-	0.5689	56.89%
CYP inhibitory promiscuity	-	0.9639	96.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6070	60.70%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9030	90.30%
Skin irritation	+	0.5643	56.43%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5329	53.29%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5925	59.25%
skin sensitisation	-	0.8141	81.41%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6485	64.85%
Acute Oral Toxicity (c)	III	0.3659	36.59%
Estrogen receptor binding	+	0.8789	87.89%
Androgen receptor binding	+	0.5508	55.08%
Thyroid receptor binding	+	0.5847	58.47%
Glucocorticoid receptor binding	+	0.7588	75.88%
Aromatase binding	+	0.8007	80.07%
PPAR gamma	+	0.6326	63.26%
Honey bee toxicity	-	0.7563	75.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9900	99.00%

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	95.78%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	93.10%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.38%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.62%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.63%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.07%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.29%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.16%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.04%	92.94%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.86%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.03%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.60%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163002909
• LOTUS: LTS0167501
• wikiData: Q105116076