[(1S,2R,4S,5R,6R,7S,9R,12R)-5,12-diacetyloxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoxy]-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate

Details

• Internal ID: f6b6aa0f-0922-4c13-b97a-35a05887021c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2R,4S,5R,6R,7S,9R,12R)-5,12-diacetyloxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoxy]-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate
• SMILES (Canonical): CC1CC(C(C2(C13C(C(CC2OCC=CC4=CC=CC=C4)C(O3)(C)C)OC(=O)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]([C@@]2([C@]13[C@@H]([C@@H](C[C@@H]2OC/C=C/C4=CC=CC=C4)C(O3)(C)C)OC(=O)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C35H42O8/c1-22-20-28(42-32(38)26-17-11-8-12-18-26)31(41-24(3)37)34(6)29(39-19-13-16-25-14-9-7-10-15-25)21-27-30(40-23(2)36)35(22,34)43-33(27,4)5/h7-18,22,27-31H,19-21H2,1-6H3/b16-13+/t22-,27-,28+,29+,30-,31+,34-,35-/m1/s1
• InChI Key: TXQYRZYWFXMOTA-LNDQYQGUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₈
• Molecular Weight: 590.70 g/mol
• Exact Mass: 590.28796829 g/mol
• Topological Polar Surface Area (TPSA): 97.40 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 8
• 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	+	0.9918	99.18%
Caco-2	-	0.7181	71.81%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6825	68.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8322	83.22%
OATP1B3 inhibitior	+	0.8454	84.54%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9901	99.01%
P-glycoprotein inhibitior	+	0.9274	92.74%
P-glycoprotein substrate	-	0.5834	58.34%
CYP3A4 substrate	+	0.6746	67.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.5380	53.80%
CYP2C9 inhibition	-	0.5926	59.26%
CYP2C19 inhibition	-	0.6130	61.30%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.7577	75.77%
CYP2C8 inhibition	+	0.7984	79.84%
CYP inhibitory promiscuity	-	0.5548	55.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5161	51.61%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.7702	77.02%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9043	90.43%
Micronuclear	-	0.6326	63.26%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7324	73.24%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6728	67.28%
Acute Oral Toxicity (c)	III	0.5243	52.43%
Estrogen receptor binding	+	0.8463	84.63%
Androgen receptor binding	+	0.6800	68.00%
Thyroid receptor binding	+	0.7009	70.09%
Glucocorticoid receptor binding	+	0.7847	78.47%
Aromatase binding	+	0.6691	66.91%
PPAR gamma	+	0.7425	74.25%
Honey bee toxicity	-	0.7654	76.54%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
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	97.46%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.61%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	90.95%	97.79%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.88%	96.00%
CHEMBL5028	O14672	ADAM10	87.52%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.74%	99.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.19%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.56%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	85.47%	90.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.42%	89.44%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.90%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.69%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.35%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.13%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.57%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.32%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.31%	95.50%

Plants that contains it

• Celastrus orbiculatus

Cross-Links

• PubChem: 44561297
• LOTUS: LTS0066260
• wikiData: Q105266933