methyl 2-[(1R,3R,4R,5S,7S,8R,9S,10R,12S,13S)-4,5,10-triacetyloxy-13-(furan-3-yl)-9-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate

Details

• Internal ID: 838e86e3-d8c5-4365-b04a-0ddbadbc7c13
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: methyl 2-[(1R,3R,4R,5S,7S,8R,9S,10R,12S,13S)-4,5,10-triacetyloxy-13-(furan-3-yl)-9-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate
• SMILES (Canonical): CC(=O)OC1CC2(C(OC(=O)CC23C(=C)C1(C4(C(C(C(C(C4O3)OC(=O)C)OC(=O)C)(C)C)CC(=O)OC)C)O)C5=COC=C5)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@]2([C@@H](OC(=O)C[C@]23C(=C)[C@]1([C@@]4([C@H](C([C@@H]([C@@H]([C@@H]4O3)OC(=O)C)OC(=O)C)(C)C)CC(=O)OC)C)O)C5=COC=C5)C
• InChI: InChI=1S/C33H42O13/c1-16-32-14-24(38)45-26(20-10-11-41-15-20)30(32,7)13-22(42-17(2)34)33(16,39)31(8)21(12-23(37)40-9)29(5,6)27(44-19(4)36)25(28(31)46-32)43-18(3)35/h10-11,15,21-22,25-28,39H,1,12-14H2,2-9H3/t21-,22+,25-,26-,27+,28-,30-,31+,32-,33-/m0/s1
• InChI Key: DJJRPKGUHQDXNB-VAAKCCEHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₁₃
• Molecular Weight: 646.70 g/mol
• Exact Mass: 646.26254139 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 13
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	-	0.8085	80.85%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7216	72.16%
OATP2B1 inhibitior	-	0.5736	57.36%
OATP1B1 inhibitior	-	0.5365	53.65%
OATP1B3 inhibitior	-	0.7319	73.19%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9507	95.07%
P-glycoprotein inhibitior	+	0.8362	83.62%
P-glycoprotein substrate	+	0.6368	63.68%
CYP3A4 substrate	+	0.7044	70.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	+	0.8260	82.60%
CYP2C9 inhibition	-	0.6332	63.32%
CYP2C19 inhibition	-	0.6808	68.08%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.8401	84.01%
CYP2C8 inhibition	+	0.7147	71.47%
CYP inhibitory promiscuity	-	0.6416	64.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4905	49.05%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8793	87.93%
Skin irritation	-	0.6778	67.78%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4262	42.62%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5297	52.97%
skin sensitisation	-	0.8030	80.30%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6612	66.12%
Acute Oral Toxicity (c)	I	0.5482	54.82%
Estrogen receptor binding	+	0.7976	79.76%
Androgen receptor binding	+	0.7393	73.93%
Thyroid receptor binding	+	0.6312	63.12%
Glucocorticoid receptor binding	+	0.7918	79.18%
Aromatase binding	+	0.7140	71.40%
PPAR gamma	+	0.7759	77.59%
Honey bee toxicity	-	0.7357	73.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.93%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.49%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.39%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	89.76%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.04%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.22%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.07%	92.62%
CHEMBL4208	P20618	Proteasome component C5	85.62%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.09%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.26%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.81%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.51%	97.09%
CHEMBL255	P29275	Adenosine A2b receptor	83.18%	98.59%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.26%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.06%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.93%	93.00%

Plants that contains it

• Carthamus lanatus
• Cipadessa baccifera
• Osteospermum microcarpum

Cross-Links

• PubChem: 42639818
• LOTUS: LTS0111243
• wikiData: Q105232056