[(1S,2R,4S,5S,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] (E)-3-phenylprop-2-enoate

Details

• Internal ID: c6d8a9d8-f14e-45c9-ace4-98fbb0171871
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2R,4S,5S,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] (E)-3-phenylprop-2-enoate
• 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)C=CC5=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)/C=C/C5=CC=CC=C5
• InChI: InChI=1S/C37H42O9/c1-24-20-30(44-32(40)18-16-27-12-8-6-9-13-27)34(43-26(3)39)36(23-42-25(2)38)31(21-29-22-37(24,36)46-35(29,4)5)45-33(41)19-17-28-14-10-7-11-15-28/h6-19,24,29-31,34H,20-23H2,1-5H3/b18-16+,19-17+/t24-,29-,30+,31+,34-,36-,37+/m1/s1
• InChI Key: IWOSIVXDBYZGKP-GXGCFFQSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₂O₉
• Molecular Weight: 630.70 g/mol
• Exact Mass: 630.28288291 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.72
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	-	0.7870	78.70%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7084	70.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.8289	82.89%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9941	99.41%
P-glycoprotein inhibitior	+	0.8972	89.72%
P-glycoprotein substrate	-	0.5925	59.25%
CYP3A4 substrate	+	0.6767	67.67%
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	+	0.8004	80.04%
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	-	0.9179	91.79%
Skin irritation	-	0.7709	77.09%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9135	91.35%
Micronuclear	-	0.6426	64.26%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7658	76.58%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6093	60.93%
Acute Oral Toxicity (c)	III	0.4546	45.46%
Estrogen receptor binding	+	0.8412	84.12%
Androgen receptor binding	+	0.7172	71.72%
Thyroid receptor binding	+	0.6707	67.07%
Glucocorticoid receptor binding	+	0.7714	77.14%
Aromatase binding	+	0.6175	61.75%
PPAR gamma	+	0.7633	76.33%
Honey bee toxicity	-	0.7943	79.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.44%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.35%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.49%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	95.27%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.50%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.93%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.51%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.03%	94.08%
CHEMBL5028	O14672	ADAM10	87.57%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.90%	95.50%
CHEMBL2581	P07339	Cathepsin D	85.55%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.39%	94.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.16%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.72%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.10%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.03%	91.07%

Plants that contains it

• Celastrus flagellaris

Cross-Links

• PubChem: 122187809
• LOTUS: LTS0023440
• wikiData: Q105121773