[(1S,2R,4S,5R,6S,7R,8R,9S,12R)-5-acetyloxy-7-benzoyloxy-12-hydroxy-2,6,10,10-tetramethyl-4-[(2R)-2-methylbutanoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] furan-3-carboxylate

Details

• Internal ID: cd543790-78a1-4e00-b668-bf4b85ae1113
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2R,4S,5R,6S,7R,8R,9S,12R)-5-acetyloxy-7-benzoyloxy-12-hydroxy-2,6,10,10-tetramethyl-4-[(2R)-2-methylbutanoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] furan-3-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OC1CC(C23C(C(C(C(C2(C1OC(=O)C)C)OC(=O)C4=CC=CC=C4)OC(=O)C5=COC=C5)C(O3)(C)C)O)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1C[C@H]([C@@]23[C@@H]([C@@H]([C@H]([C@@H]([C@@]2([C@H]1OC(=O)C)C)OC(=O)C4=CC=CC=C4)OC(=O)C5=COC=C5)C(O3)(C)C)O)C
• InChI: InChI=1S/C34H42O11/c1-8-18(2)29(37)42-23-16-19(3)34-26(36)24(32(5,6)45-34)25(43-31(39)22-14-15-40-17-22)28(33(34,7)27(23)41-20(4)35)44-30(38)21-12-10-9-11-13-21/h9-15,17-19,23-28,36H,8,16H2,1-7H3/t18-,19-,23+,24-,25-,26-,27+,28+,33+,34-/m1/s1
• InChI Key: GZXHWPFETLWFJR-GAFPIEJNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₂O₁₁
• Molecular Weight: 626.70 g/mol
• Exact Mass: 626.27271215 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.50
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9578	95.78%
Caco-2	-	0.8091	80.91%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6229	62.29%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.7667	76.67%
OATP1B3 inhibitior	-	0.2712	27.12%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9795	97.95%
P-glycoprotein inhibitior	+	0.8724	87.24%
P-glycoprotein substrate	+	0.5585	55.85%
CYP3A4 substrate	+	0.6852	68.52%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8470	84.70%
CYP3A4 inhibition	-	0.5360	53.60%
CYP2C9 inhibition	-	0.5616	56.16%
CYP2C19 inhibition	-	0.6619	66.19%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.8417	84.17%
CYP2C8 inhibition	+	0.7186	71.86%
CYP inhibitory promiscuity	-	0.6808	68.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4031	40.31%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.7786	77.86%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7336	73.36%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7926	79.26%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7899	78.99%
Acute Oral Toxicity (c)	III	0.4482	44.82%
Estrogen receptor binding	+	0.7857	78.57%
Androgen receptor binding	+	0.6740	67.40%
Thyroid receptor binding	+	0.6166	61.66%
Glucocorticoid receptor binding	+	0.7198	71.98%
Aromatase binding	+	0.6144	61.44%
PPAR gamma	+	0.7034	70.34%
Honey bee toxicity	-	0.7505	75.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.04%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	97.43%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.03%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.33%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.55%	94.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.29%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.86%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.26%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.22%	97.14%
CHEMBL5028	O14672	ADAM10	86.14%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.12%	83.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.81%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	83.34%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.17%	82.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.96%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.20%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.19%	96.47%

Plants that contains it

• Celastrus rosthornianus

Cross-Links

• PubChem: 162867396
• LOTUS: LTS0247248
• wikiData: Q105024701