[(1R,2R,5S,6R,7R,8S,9S,12R)-5,8-diacetyloxy-12-(furan-3-carbonyloxy)-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] pyridine-3-carboxylate

Details

• Internal ID: 125b328a-8241-4a80-9329-24a83051790c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1R,2R,5S,6R,7R,8S,9S,12R)-5,8-diacetyloxy-12-(furan-3-carbonyloxy)-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1CCC(C2(C13C(C(C(C2OC(=O)C4=CN=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C5=COC=C5)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]([C@]2([C@@]13[C@@H]([C@H]([C@@H]([C@@H]2OC(=O)C4=CN=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C5=COC=C5)C)OC(=O)C
• InChI: InChI=1S/C30H35NO10/c1-16-9-10-21(37-17(2)32)29(6)25(40-26(34)19-8-7-12-31-14-19)23(38-18(3)33)22-24(30(16,29)41-28(22,4)5)39-27(35)20-11-13-36-15-20/h7-8,11-16,21-25H,9-10H2,1-6H3/t16-,21+,22+,23+,24-,25+,29-,30+/m1/s1
• InChI Key: MHXMEJIEIHJTGN-OSVBWIDGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₅NO₁₀
• Molecular Weight: 569.60 g/mol
• Exact Mass: 569.22609631 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9605	96.05%
Caco-2	-	0.7130	71.30%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8142	81.42%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9351	93.51%
P-glycoprotein inhibitior	+	0.8791	87.91%
P-glycoprotein substrate	-	0.5894	58.94%
CYP3A4 substrate	+	0.6507	65.07%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.5456	54.56%
CYP2C9 inhibition	-	0.8827	88.27%
CYP2C19 inhibition	-	0.7519	75.19%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.6327	63.27%
CYP2C8 inhibition	+	0.7928	79.28%
CYP inhibitory promiscuity	-	0.8317	83.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4941	49.41%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9113	91.13%
Skin irritation	-	0.7602	76.02%
Skin corrosion	-	0.8520	85.20%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8858	88.58%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8315	83.15%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5923	59.23%
Acute Oral Toxicity (c)	III	0.5623	56.23%
Estrogen receptor binding	+	0.7806	78.06%
Androgen receptor binding	+	0.5995	59.95%
Thyroid receptor binding	+	0.6593	65.93%
Glucocorticoid receptor binding	+	0.7427	74.27%
Aromatase binding	+	0.6371	63.71%
PPAR gamma	+	0.7078	70.78%
Honey bee toxicity	-	0.8316	83.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5405	54.05%
Fish aquatic toxicity	+	0.9074	90.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.59%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.51%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	93.14%	97.79%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.74%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.25%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.68%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.49%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.70%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.45%	91.07%
CHEMBL4040	P28482	MAP kinase ERK2	85.47%	83.82%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.69%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.52%	91.11%
CHEMBL4208	P20618	Proteasome component C5	83.22%	90.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.60%	98.99%
CHEMBL5028	O14672	ADAM10	81.45%	97.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.39%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.20%	100.00%

Plants that contains it

• Celastrus paniculatus

Cross-Links

• PubChem: 162927702
• LOTUS: LTS0228809
• wikiData: Q105164364