(3,4,5,7,8,12-Hexaacetyloxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-6-yl)methyl acetate

Details

• Internal ID: a0318230-8828-420a-ae5c-4f4e71dfa412
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: (3,4,5,7,8,12-hexaacetyloxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-6-yl)methyl acetate
• SMILES (Canonical): CC1C(C(C(C2(C13C(C(C(C2OC(=O)C)OC(=O)C)C(O3)(C)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1C(C(C(C2(C13C(C(C(C2OC(=O)C)OC(=O)C)C(O3)(C)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C29H40O15/c1-12-21(38-14(3)31)23(40-16(5)33)26(43-19(8)36)28(11-37-13(2)30)25(42-18(7)35)22(39-15(4)32)20-24(41-17(6)34)29(12,28)44-27(20,9)10/h12,20-26H,11H2,1-10H3
• InChI Key: XFTINJUPWJWGQJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₁₅
• Molecular Weight: 628.60 g/mol
• Exact Mass: 628.23672056 g/mol
• Topological Polar Surface Area (TPSA): 193.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 15
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	-	0.7071	70.71%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6040	60.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6371	63.71%
P-glycoprotein inhibitior	+	0.8381	83.81%
P-glycoprotein substrate	-	0.8423	84.23%
CYP3A4 substrate	+	0.6044	60.44%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.8365	83.65%
CYP2C9 inhibition	-	0.6389	63.89%
CYP2C19 inhibition	-	0.6338	63.38%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.7536	75.36%
CYP2C8 inhibition	-	0.7775	77.75%
CYP inhibitory promiscuity	-	0.6447	64.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5698	56.98%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.7983	79.83%
Skin irritation	-	0.7679	76.79%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4678	46.78%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5895	58.95%
skin sensitisation	-	0.7303	73.03%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.8102	81.02%
Acute Oral Toxicity (c)	III	0.5250	52.50%
Estrogen receptor binding	+	0.8953	89.53%
Androgen receptor binding	+	0.5938	59.38%
Thyroid receptor binding	+	0.6391	63.91%
Glucocorticoid receptor binding	+	0.6584	65.84%
Aromatase binding	+	0.5991	59.91%
PPAR gamma	+	0.7877	78.77%
Honey bee toxicity	-	0.7488	74.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9672	96.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.21%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.99%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.52%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.07%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	87.83%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.88%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.04%	97.21%
CHEMBL3045	P05771	Protein kinase C beta	81.34%	97.63%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 72788617
• LOTUS: LTS0188315
• wikiData: Q105327283