methyl 2-[(1R,3R,4R,5S,7S,8R,10R,12S,13S)-4,5-diacetyloxy-13-(furan-3-yl)-10-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.01,12.03,8]heptadecan-7-yl]acetate

Details

• Internal ID: 8a1278aa-024d-45b3-a21f-e38df8c62cac
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 2-[(1R,3R,4R,5S,7S,8R,10R,12S,13S)-4,5-diacetyloxy-13-(furan-3-yl)-10-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.01,12.03,8]heptadecan-7-yl]acetate
• SMILES (Canonical): CC(=O)OC1C2C(C(C(C1OC(=O)C)(C)C)CC(=O)OC)(C(=O)C3(CC4(C(OC(=O)CC4(C3=C)O2)C5=COC=C5)C)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]2[C@@]([C@H](C([C@@H]1OC(=O)C)(C)C)CC(=O)OC)(C(=O)[C@]3(C[C@]4([C@@H](OC(=O)C[C@@]4(C3=C)O2)C5=COC=C5)C)O)C
• InChI: InChI=1S/C31H38O12/c1-15-30(37)14-28(6)23(18-9-10-39-13-18)42-21(35)12-31(15,28)43-25-22(40-16(2)32)24(41-17(3)33)27(4,5)19(11-20(34)38-8)29(25,7)26(30)36/h9-10,13,19,22-25,37H,1,11-12,14H2,2-8H3/t19-,22-,23-,24+,25-,28-,29+,30+,31-/m0/s1
• InChI Key: HWLGQKBFDRMACD-INDUUTTHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₂
• Molecular Weight: 602.60 g/mol
• Exact Mass: 602.23632664 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	-	0.8033	80.33%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6830	68.30%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	-	0.5168	51.68%
OATP1B3 inhibitior	-	0.5204	52.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9331	93.31%
P-glycoprotein inhibitior	+	0.8324	83.24%
P-glycoprotein substrate	+	0.6352	63.52%
CYP3A4 substrate	+	0.7089	70.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	+	0.8750	87.50%
CYP2C9 inhibition	-	0.7402	74.02%
CYP2C19 inhibition	-	0.7175	71.75%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.8542	85.42%
CYP2C8 inhibition	+	0.7290	72.90%
CYP inhibitory promiscuity	-	0.8036	80.36%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5148	51.48%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8663	86.63%
Skin irritation	-	0.6390	63.90%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3970	39.70%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5948	59.48%
skin sensitisation	-	0.8046	80.46%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5557	55.57%
Acute Oral Toxicity (c)	I	0.6271	62.71%
Estrogen receptor binding	+	0.7758	77.58%
Androgen receptor binding	+	0.7592	75.92%
Thyroid receptor binding	+	0.6624	66.24%
Glucocorticoid receptor binding	+	0.7878	78.78%
Aromatase binding	+	0.7166	71.66%
PPAR gamma	+	0.7571	75.71%
Honey bee toxicity	-	0.7278	72.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	99.45%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.17%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.50%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	93.08%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	89.38%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.92%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.78%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.62%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.25%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	84.66%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.36%	94.33%
CHEMBL255	P29275	Adenosine A2b receptor	81.68%	98.59%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.50%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.96%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.60%	93.00%
CHEMBL2581	P07339	Cathepsin D	80.55%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.27%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.02%	97.14%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 16742640
• LOTUS: LTS0142228
• wikiData: Q104400697