[(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-7,8,13-triacetyloxy-2,4,12-trihydroxy-5,9,17,17-tetramethyl-15-oxatetracyclo[7.6.1.12,6.013,16]heptadec-5-en-10-yl] acetate

Details

• Internal ID: 61ec8b57-b4e4-4a35-8c3b-018cd3e276cc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-7,8,13-triacetyloxy-2,4,12-trihydroxy-5,9,17,17-tetramethyl-15-oxatetracyclo[7.6.1.12,6.013,16]heptadec-5-en-10-yl] acetate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C4(C3C(C(C2(C)C)(CC1O)O)OC4)OC(=O)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]([C@@]4([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1O)O)OC4)OC(=O)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C28H40O12/c1-12-17(33)10-28(35)24-22-26(8,23(39-15(4)31)21(38-14(3)30)20(12)25(28,6)7)19(37-13(2)29)9-18(34)27(22,11-36-24)40-16(5)32/h17-19,21-24,33-35H,9-11H2,1-8H3/t17-,18-,19-,21+,22-,23-,24-,26+,27-,28+/m0/s1
• InChI Key: XRCNACTVLZSLKX-CDGZCQTISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₁₂
• Molecular Weight: 568.60 g/mol
• Exact Mass: 568.25197671 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	-	0.7489	74.89%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8319	83.19%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8614	86.14%
BSEP inhibitior	+	0.6552	65.52%
P-glycoprotein inhibitior	+	0.7068	70.68%
P-glycoprotein substrate	+	0.6099	60.99%
CYP3A4 substrate	+	0.6952	69.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.8808	88.08%
CYP2C9 inhibition	-	0.8037	80.37%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.8606	86.06%
CYP2C8 inhibition	+	0.6132	61.32%
CYP inhibitory promiscuity	-	0.8543	85.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5262	52.62%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8772	87.72%
Skin irritation	-	0.5573	55.73%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5798	57.98%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5120	51.20%
skin sensitisation	-	0.8409	84.09%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6378	63.78%
Acute Oral Toxicity (c)	I	0.3991	39.91%
Estrogen receptor binding	+	0.7824	78.24%
Androgen receptor binding	+	0.6952	69.52%
Thyroid receptor binding	+	0.5250	52.50%
Glucocorticoid receptor binding	+	0.6848	68.48%
Aromatase binding	+	0.7026	70.26%
PPAR gamma	+	0.6980	69.80%
Honey bee toxicity	-	0.6211	62.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5946	59.46%
Fish aquatic toxicity	+	0.9898	98.98%

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	97.60%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.16%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.52%	91.11%
CHEMBL1914	P06276	Butyrylcholinesterase	89.33%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.72%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.99%	81.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.50%	91.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.82%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.66%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.37%	95.50%
CHEMBL2581	P07339	Cathepsin D	85.16%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.09%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.52%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.47%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.22%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.75%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.26%	97.47%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.31%	97.28%
CHEMBL5028	O14672	ADAM10	81.25%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.62%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.24%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.16%	97.14%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 162930463
• LOTUS: LTS0191174
• wikiData: Q105340367