methyl 2-[(1R,3S,5R,7S,8R,12S,13S)-5-acetyloxy-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: 88649bca-242a-4b9f-8e56-69075184e07e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: methyl 2-[(1R,3S,5R,7S,8R,12S,13S)-5-acetyloxy-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)OC1CC2C(C(C1(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]1C[C@H]2[C@@]([C@H](C1(C)C)CC(=O)OC)(C(=O)C3(C[C@]4([C@@H](OC(=O)C[C@@]4(C3=C)O2)C5=COC=C5)C)O)C
• InChI: InChI=1S/C29H36O10/c1-15-28(34)14-26(5)23(17-8-9-36-13-17)38-22(32)12-29(15,26)39-20-11-19(37-16(2)30)25(3,4)18(10-21(31)35-7)27(20,6)24(28)33/h8-9,13,18-20,23,34H,1,10-12,14H2,2-7H3/t18-,19+,20-,23-,26-,27+,28?,29-/m0/s1
• InChI Key: GOEQVXYKRUHLMM-SGLGJQAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₀
• Molecular Weight: 544.60 g/mol
• Exact Mass: 544.23084734 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 4

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	-	0.7639	76.39%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6830	68.30%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	-	0.5274	52.74%
OATP1B3 inhibitior	-	0.5204	52.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9369	93.69%
P-glycoprotein inhibitior	+	0.7805	78.05%
P-glycoprotein substrate	+	0.6785	67.85%
CYP3A4 substrate	+	0.7115	71.15%
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	+	0.7606	76.06%
CYP inhibitory promiscuity	-	0.8036	80.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5148	51.48%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8557	85.57%
Skin irritation	-	0.6390	63.90%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6877	68.77%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6532	65.32%
skin sensitisation	-	0.8046	80.46%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5877	58.77%
Acute Oral Toxicity (c)	I	0.6271	62.71%
Estrogen receptor binding	+	0.7865	78.65%
Androgen receptor binding	+	0.7605	76.05%
Thyroid receptor binding	+	0.6753	67.53%
Glucocorticoid receptor binding	+	0.7949	79.49%
Aromatase binding	+	0.7577	75.77%
PPAR gamma	+	0.7538	75.38%
Honey bee toxicity	-	0.6953	69.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
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	99.68%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.19%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.42%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.24%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.54%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.02%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	86.50%	91.19%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.18%	97.53%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.79%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.57%	95.50%
CHEMBL5028	O14672	ADAM10	81.93%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.96%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.70%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.30%	99.23%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 102382758
• LOTUS: LTS0029788
• wikiData: Q104400699