[(1S,2R,4S,5R,6R,7S,9R)-5-acetyloxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate

Details

• Internal ID: e446536f-f512-4780-8372-f0650c776007
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2R,4S,5R,6R,7S,9R)-5-acetyloxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate
• SMILES (Canonical): CC1CC(C(C2(C13CC(CC2OC(=O)C=CC4=CC=CC=C4)C(O3)(C)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]([C@@]2([C@]13C[C@@H](C[C@@H]2OC(=O)/C=C/C4=CC=CC=C4)C(O3)(C)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C33H38O7/c1-21-18-26(38-30(36)24-14-10-7-11-15-24)29(37-22(2)34)32(5)27(19-25-20-33(21,32)40-31(25,3)4)39-28(35)17-16-23-12-8-6-9-13-23/h6-17,21,25-27,29H,18-20H2,1-5H3/b17-16+/t21-,25-,26+,27+,29+,32-,33+/m1/s1
• InChI Key: HIOQJNDUHRMSDY-GVZHLNTISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₇
• Molecular Weight: 546.60 g/mol
• Exact Mass: 546.26175355 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.77
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	-	0.7009	70.09%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5970	59.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8754	87.54%
OATP1B3 inhibitior	-	0.2629	26.29%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9743	97.43%
P-glycoprotein inhibitior	+	0.9217	92.17%
P-glycoprotein substrate	-	0.5560	55.60%
CYP3A4 substrate	+	0.6776	67.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.5142	51.42%
CYP2C9 inhibition	-	0.8119	81.19%
CYP2C19 inhibition	-	0.6481	64.81%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.7699	76.99%
CYP2C8 inhibition	+	0.8373	83.73%
CYP inhibitory promiscuity	-	0.8120	81.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5145	51.45%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.7244	72.44%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9351	93.51%
Micronuclear	-	0.6326	63.26%
Hepatotoxicity	-	0.6166	61.66%
skin sensitisation	-	0.7515	75.15%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5479	54.79%
Acute Oral Toxicity (c)	III	0.4466	44.66%
Estrogen receptor binding	+	0.8253	82.53%
Androgen receptor binding	+	0.6713	67.13%
Thyroid receptor binding	+	0.6805	68.05%
Glucocorticoid receptor binding	+	0.7745	77.45%
Aromatase binding	+	0.6927	69.27%
PPAR gamma	+	0.7350	73.50%
Honey bee toxicity	-	0.7853	78.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.54%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.50%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	93.39%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.66%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.40%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.17%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.72%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	86.74%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.61%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.18%	97.09%
CHEMBL5028	O14672	ADAM10	86.04%	97.50%
CHEMBL2581	P07339	Cathepsin D	86.04%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.65%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.90%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.53%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.76%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.76%	91.07%
CHEMBL4208	P20618	Proteasome component C5	81.47%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.67%	99.17%

Plants that contains it

• Celastrus flagellaris
• Celastrus orbiculatus

Cross-Links

• PubChem: 122187703
• LOTUS: LTS0259056
• wikiData: Q105028945