[(1S,2R,4S,5R,6S,7S,8R,9S)-5,8-diacetyloxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] hexanoate

Details

• Internal ID: b1a413d1-4ca4-4261-8d14-585257c8e753
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2R,4S,5R,6S,7S,8R,9S)-5,8-diacetyloxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] hexanoate
• SMILES (Canonical): CCCCCC(=O)OC1CC(C23CC(C(C(C2(C1OC(=O)C)C)OC(=O)C=CC4=CC=CC=C4)OC(=O)C)C(O3)(C)C)C
• SMILES (Isomeric): CCCCCC(=O)O[C@H]1C[C@H]([C@@]23C[C@@H]([C@H]([C@H]([C@@]2([C@H]1OC(=O)C)C)OC(=O)/C=C/C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)C
• InChI: InChI=1S/C34H46O9/c1-8-9-11-16-27(37)41-26-19-21(2)34-20-25(32(5,6)43-34)29(39-22(3)35)31(33(34,7)30(26)40-23(4)36)42-28(38)18-17-24-14-12-10-13-15-24/h10,12-15,17-18,21,25-26,29-31H,8-9,11,16,19-20H2,1-7H3/b18-17+/t21-,25+,26+,29-,30+,31-,33+,34+/m1/s1
• InChI Key: VBSXWBFQEIEJIG-VGZYRXGISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₉
• Molecular Weight: 598.70 g/mol
• Exact Mass: 598.31418304 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.58
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	-	0.7536	75.36%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5429	54.29%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8214	82.14%
OATP1B3 inhibitior	-	0.2474	24.74%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9940	99.40%
P-glycoprotein inhibitior	+	0.8982	89.82%
P-glycoprotein substrate	+	0.6182	61.82%
CYP3A4 substrate	+	0.6825	68.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	+	0.5655	56.55%
CYP2C9 inhibition	-	0.6979	69.79%
CYP2C19 inhibition	+	0.5207	52.07%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.7542	75.42%
CYP2C8 inhibition	+	0.8048	80.48%
CYP inhibitory promiscuity	-	0.6690	66.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5993	59.93%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9266	92.66%
Skin irritation	-	0.6567	65.67%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8145	81.45%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6699	66.99%
skin sensitisation	-	0.8305	83.05%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6492	64.92%
Acute Oral Toxicity (c)	III	0.5097	50.97%
Estrogen receptor binding	+	0.7866	78.66%
Androgen receptor binding	+	0.6710	67.10%
Thyroid receptor binding	+	0.6048	60.48%
Glucocorticoid receptor binding	+	0.7883	78.83%
Aromatase binding	+	0.6594	65.94%
PPAR gamma	+	0.7722	77.22%
Honey bee toxicity	-	0.8086	80.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
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	99.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.58%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.13%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	96.36%	97.79%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.28%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.89%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.73%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.45%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.27%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.32%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.49%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.64%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.41%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.77%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.59%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.36%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.52%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.09%	96.95%
CHEMBL5028	O14672	ADAM10	81.92%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.64%	94.23%
CHEMBL5255	O00206	Toll-like receptor 4	81.09%	92.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.85%	83.00%

Plants that contains it

• Celastrus orbiculatus

Cross-Links

• PubChem: 11399233
• LOTUS: LTS0156273
• wikiData: Q105283474