furan-3-yl (1S,2S,5R,6R,7S,8S,9R,12R)-5,12-diacetyloxy-6-(acetyloxymethyl)-7-(furan-3-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecane-8-carboxylate

Details

• Internal ID: aacb0ff4-cad4-48c0-abe4-334e08d9f991
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: furan-3-yl (1S,2S,5R,6R,7S,8S,9R,12R)-5,12-diacetyloxy-6-(acetyloxymethyl)-7-(furan-3-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecane-8-carboxylate
• SMILES (Canonical): CC(=O)OCC12C(CCC(C13C(C(C(C2OC(=O)C4=COC=C4)C(=O)OC5=COC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@]12[C@@H](CC[C@]([C@@]13[C@@H]([C@@H]([C@@H]([C@@H]2OC(=O)C4=COC=C4)C(=O)OC5=COC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C
• InChI: InChI=1S/C31H36O14/c1-16(32)40-15-30-21(41-17(2)33)7-10-29(6,37)31(30)25(42-18(3)34)23(28(4,5)45-31)22(27(36)43-20-9-12-39-14-20)24(30)44-26(35)19-8-11-38-13-19/h8-9,11-14,21-25,37H,7,10,15H2,1-6H3/t21-,22+,23-,24+,25-,29+,30-,31+/m1/s1
• InChI Key: ODCAMDJMGUTWOU-UFAKWALKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₁₄
• Molecular Weight: 632.60 g/mol
• Exact Mass: 632.21050582 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 14
• 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	+	0.9807	98.07%
Caco-2	-	0.7648	76.48%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8232	82.32%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.7784	77.84%
OATP1B3 inhibitior	-	0.2612	26.12%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5864	58.64%
BSEP inhibitior	+	0.9140	91.40%
P-glycoprotein inhibitior	+	0.8425	84.25%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7052	70.52%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	+	0.5118	51.18%
CYP2C9 inhibition	-	0.5171	51.71%
CYP2C19 inhibition	-	0.6479	64.79%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.7420	74.20%
CYP2C8 inhibition	+	0.8094	80.94%
CYP inhibitory promiscuity	-	0.8871	88.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5359	53.59%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8892	88.92%
Skin irritation	-	0.7151	71.51%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8823	88.23%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9119	91.19%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4815	48.15%
Acute Oral Toxicity (c)	I	0.3357	33.57%
Estrogen receptor binding	+	0.7947	79.47%
Androgen receptor binding	+	0.7278	72.78%
Thyroid receptor binding	+	0.5897	58.97%
Glucocorticoid receptor binding	+	0.7115	71.15%
Aromatase binding	+	0.6400	64.00%
PPAR gamma	+	0.7148	71.48%
Honey bee toxicity	-	0.7387	73.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9969	99.69%

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	98.39%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.72%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.92%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.96%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.20%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.83%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.73%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.72%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.99%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.27%	91.65%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.68%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.79%	91.19%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.37%	81.11%
CHEMBL2996	Q05655	Protein kinase C delta	83.84%	97.79%
CHEMBL5028	O14672	ADAM10	81.97%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.59%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.41%	93.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.33%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.24%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.14%	91.07%

Plants that contains it

• Celastrus paniculatus

Cross-Links

• PubChem: 163190446
• LOTUS: LTS0201799
• wikiData: Q105189739