2-Propenoic acid, 3-phenyl-, (3R,5S,5aR,6R,7S,9R,9aS)-6-(acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester, (2E)-

Details

• Internal ID: 9b779900-6a04-41f9-acd9-c59ab42acce6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2R,4S,5R,6R,7S,9R)-5-acetyloxy-6-(acetyloxymethyl)-2,10,10-trimethyl-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)COC(=O)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)COC(=O)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C35H40O9/c1-22-18-28(42-32(39)26-14-10-7-11-15-26)31(41-24(3)37)34(21-40-23(2)36)29(19-27-20-35(22,34)44-33(27,4)5)43-30(38)17-16-25-12-8-6-9-13-25/h6-17,22,27-29,31H,18-21H2,1-5H3/b17-16+/t22-,27-,28+,29+,31+,34-,35+/m1/s1
• InChI Key: TYXXCCYTIZJOEY-HDYWKXFZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀O₉
• Molecular Weight: 604.70 g/mol
• Exact Mass: 604.26723285 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.32
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• DTXSID301098916
• 1807456-33-2
• 2-Propenoic acid, 3-phenyl-, (3R,5S,5aR,6R,7S,9R,9aS)-6-(acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester, (2E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	-	0.7570	75.70%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7084	70.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.8289	82.89%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9891	98.91%
P-glycoprotein inhibitior	+	0.9196	91.96%
P-glycoprotein substrate	+	0.5213	52.13%
CYP3A4 substrate	+	0.6932	69.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.6689	66.89%
CYP2C9 inhibition	-	0.6306	63.06%
CYP2C19 inhibition	-	0.6041	60.41%
CYP2D6 inhibition	-	0.9489	94.89%
CYP1A2 inhibition	-	0.7692	76.92%
CYP2C8 inhibition	+	0.8576	85.76%
CYP inhibitory promiscuity	-	0.6333	63.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5665	56.65%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.7709	77.09%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9140	91.40%
Micronuclear	-	0.6426	64.26%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7658	76.58%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6057	60.57%
Acute Oral Toxicity (c)	III	0.4546	45.46%
Estrogen receptor binding	+	0.8363	83.63%
Androgen receptor binding	+	0.7106	71.06%
Thyroid receptor binding	+	0.6771	67.71%
Glucocorticoid receptor binding	+	0.7724	77.24%
Aromatase binding	+	0.6024	60.24%
PPAR gamma	+	0.7397	73.97%
Honey bee toxicity	-	0.7885	78.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5545	55.45%
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	99.03%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	98.07%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.91%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.03%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.38%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.34%	94.62%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.20%	91.65%
CHEMBL5028	O14672	ADAM10	87.72%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	86.24%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.79%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.76%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.76%	91.07%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.74%	83.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.25%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.12%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.98%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.41%	93.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.28%	93.99%

Plants that contains it

• Celastrus flagellaris

Cross-Links

• PubChem: 122187808
• LOTUS: LTS0008921
• wikiData: Q105267798