[2,16-Diacetyloxy-5,8,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-9-yl] acetate

Details

• Internal ID: c0096eda-31b3-42e4-b86d-6b0d25528a94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [2,16-diacetyloxy-5,8,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-9-yl] acetate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C)(CO4)OC(=O)C)O)C)OC(=O)C)O
• SMILES (Isomeric): CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C)(CO4)OC(=O)C)O)C)OC(=O)C)O
• InChI: InChI=1S/C26H38O11/c1-11-15(30)9-25(23(5,6)33)18(11)19(32)21(35-12(2)27)24(7)16(31)8-17-26(10-34-17,37-14(4)29)20(24)22(25)36-13(3)28/h15-17,19-22,30-33H,8-10H2,1-7H3
• InChI Key: HIDZXRZDNCXCIA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₁₁
• Molecular Weight: 526.60 g/mol
• Exact Mass: 526.24141202 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	-	0.6635	66.35%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7776	77.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6596	65.96%
P-glycoprotein inhibitior	+	0.5933	59.33%
P-glycoprotein substrate	+	0.5771	57.71%
CYP3A4 substrate	+	0.6749	67.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.8543	85.43%
CYP2C9 inhibition	-	0.7212	72.12%
CYP2C19 inhibition	-	0.8209	82.09%
CYP2D6 inhibition	-	0.9213	92.13%
CYP1A2 inhibition	-	0.7458	74.58%
CYP2C8 inhibition	+	0.5964	59.64%
CYP inhibitory promiscuity	-	0.9314	93.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5011	50.11%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8820	88.20%
Skin irritation	-	0.6166	61.66%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3923	39.23%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7523	75.23%
Acute Oral Toxicity (c)	III	0.4763	47.63%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	+	0.6856	68.56%
Thyroid receptor binding	-	0.4912	49.12%
Glucocorticoid receptor binding	+	0.6260	62.60%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.6544	65.44%
Honey bee toxicity	-	0.6385	63.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5537	55.37%
Fish aquatic toxicity	+	0.9706	97.06%

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	95.90%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.11%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.51%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.22%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.17%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.08%	90.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.40%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.15%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.09%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.49%	97.28%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.93%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.31%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.10%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.02%	94.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.71%	95.50%
CHEMBL5028	O14672	ADAM10	81.08%	97.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.43%	81.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.37%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.22%	97.79%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 163047889
• LOTUS: LTS0118393
• wikiData: Q105028786