[(2S,5S,7S,8R)-8,12-diacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-7-phenoxy-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 88f6092c-af5e-409e-b158-996b3182eea4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(2S,5S,7S,8R)-8,12-diacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-7-phenoxy-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(=O)OCC12C(CCC(C13C(C(C(C2OC4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C=CC5=CC=CC=C5
• SMILES (Isomeric): CC(=O)OCC12[C@H](CC[C@](C13C(C([C@H]([C@H]2OC4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)/C=C/C5=CC=CC=C5
• InChI: InChI=1S/C36H42O11/c1-22(37)42-21-35-27(46-28(40)18-17-25-13-9-7-10-14-25)19-20-34(6,41)36(35)31(44-24(3)39)29(33(4,5)47-36)30(43-23(2)38)32(35)45-26-15-11-8-12-16-26/h7-18,27,29-32,41H,19-21H2,1-6H3/b18-17+/t27-,29?,30+,31?,32+,34-,35?,36?/m0/s1
• InChI Key: RINPXMITJJIWGO-DKEBGXHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂O₁₁
• Molecular Weight: 650.70 g/mol
• Exact Mass: 650.27271215 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	-	0.7769	77.69%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8183	81.83%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8502	85.02%
OATP1B3 inhibitior	+	0.7997	79.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6614	66.14%
BSEP inhibitior	+	0.9864	98.64%
P-glycoprotein inhibitior	+	0.8868	88.68%
P-glycoprotein substrate	-	0.6272	62.72%
CYP3A4 substrate	+	0.7032	70.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	+	0.5508	55.08%
CYP2C9 inhibition	+	0.5573	55.73%
CYP2C19 inhibition	-	0.5467	54.67%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.5878	58.78%
CYP2C8 inhibition	+	0.8227	82.27%
CYP inhibitory promiscuity	-	0.8135	81.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5790	57.90%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.6661	66.61%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8707	87.07%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8972	89.72%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7186	71.86%
Acute Oral Toxicity (c)	I	0.3959	39.59%
Estrogen receptor binding	+	0.8019	80.19%
Androgen receptor binding	+	0.7409	74.09%
Thyroid receptor binding	+	0.6625	66.25%
Glucocorticoid receptor binding	+	0.6898	68.98%
Aromatase binding	+	0.5696	56.96%
PPAR gamma	+	0.7223	72.23%
Honey bee toxicity	-	0.7778	77.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6445	64.45%
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	98.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.31%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.19%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	94.33%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.13%	96.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	89.90%	91.65%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.91%	93.00%
CHEMBL5028	O14672	ADAM10	88.74%	97.50%
CHEMBL2581	P07339	Cathepsin D	88.71%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.15%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.09%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.77%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.54%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.59%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.37%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.15%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.83%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.37%	94.45%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.96%	89.44%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 5322129
• NPASS: NPC109964