2-[(1R,2S,5S,7S,9R,12R,13S)-2-acetyloxy-12-hydroxy-1,5,12-trimethyl-6,16-dioxatricyclo[11.2.1.05,7]hexadecan-9-yl]prop-2-enoic acid

Details

• Internal ID: dd5a0312-fa7c-4ab6-a1dc-2d4c700ee4bb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1R,2S,5S,7S,9R,12R,13S)-2-acetyloxy-12-hydroxy-1,5,12-trimethyl-6,16-dioxatricyclo[11.2.1.05,7]hexadecan-9-yl]prop-2-enoic acid
• InChI: InChI=1S/C22H34O7/c1-13(19(24)25)15-6-9-20(3,26)16-7-10-21(4,28-16)17(27-14(2)23)8-11-22(5)18(12-15)29-22/h15-18,26H,1,6-12H2,2-5H3,(H,24,25)/t15-,16+,17+,18+,20-,21-,22+/m1/s1
• InChI Key: RSFQNKAMVMQMNG-LFAVWFGJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₇
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.23045342 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	-	0.5666	56.66%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6557	65.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9187	91.87%
OATP1B3 inhibitior	+	0.8804	88.04%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7092	70.92%
BSEP inhibitior	+	0.6647	66.47%
P-glycoprotein inhibitior	-	0.6082	60.82%
P-glycoprotein substrate	-	0.8070	80.70%
CYP3A4 substrate	+	0.6722	67.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	+	0.5181	51.81%
CYP2C9 inhibition	-	0.7316	73.16%
CYP2C19 inhibition	-	0.7876	78.76%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.4618	46.18%
CYP inhibitory promiscuity	-	0.9429	94.29%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5184	51.84%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9171	91.71%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9114	91.14%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4919	49.19%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5575	55.75%
skin sensitisation	-	0.8133	81.33%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7747	77.47%
Acute Oral Toxicity (c)	III	0.4679	46.79%
Estrogen receptor binding	+	0.8863	88.63%
Androgen receptor binding	+	0.5450	54.50%
Thyroid receptor binding	+	0.6009	60.09%
Glucocorticoid receptor binding	+	0.7961	79.61%
Aromatase binding	+	0.8057	80.57%
PPAR gamma	+	0.6938	69.38%
Honey bee toxicity	-	0.7260	72.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9866	98.66%

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	95.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.49%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	92.52%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.19%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.67%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.61%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.44%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	82.41%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.62%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162934606
• LOTUS: LTS0181892
• wikiData: Q105244615