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

Details

• Internal ID: a89dd956-ae17-4a12-80d7-21d011921776
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [2,9,16-triacetyloxy-5,8-dihydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-11-yl] acetate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C)(CO4)OC(=O)C)OC(=O)C)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)OC(=O)C)C)OC(=O)C)O
• InChI: InChI=1S/C28H40O12/c1-12-17(33)10-27(25(6,7)35)20(12)21(34)23(38-14(3)30)26(8)18(37-13(2)29)9-19-28(11-36-19,40-16(5)32)22(26)24(27)39-15(4)31/h17-19,21-24,33-35H,9-11H2,1-8H3
• InChI Key: JJAWOGHJFADXHB-UHFFFAOYSA-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: -0.90
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	-	0.7083	70.83%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7776	77.76%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6768	67.68%
P-glycoprotein inhibitior	+	0.6785	67.85%
P-glycoprotein substrate	+	0.5397	53.97%
CYP3A4 substrate	+	0.6752	67.52%
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	+	0.6364	63.64%
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	-	0.8880	88.80%
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	-	0.4840	48.40%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7448	74.48%
Acute Oral Toxicity (c)	III	0.4763	47.63%
Estrogen receptor binding	+	0.8157	81.57%
Androgen receptor binding	+	0.6877	68.77%
Thyroid receptor binding	+	0.5256	52.56%
Glucocorticoid receptor binding	+	0.6653	66.53%
Aromatase binding	+	0.6797	67.97%
PPAR gamma	+	0.6987	69.87%
Honey bee toxicity	-	0.6225	62.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5637	56.37%
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	96.62%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.70%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.69%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.18%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.51%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.04%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.84%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.27%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.73%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.15%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.93%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.57%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.15%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.89%	91.07%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.48%	91.03%
CHEMBL5028	O14672	ADAM10	81.06%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.73%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.66%	97.28%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.34%	94.33%

Plants that contains it

• Taxus baccata
• Taxus canadensis
• Taxus wallichiana

Cross-Links

• PubChem: 74346952
• LOTUS: LTS0004154
• wikiData: Q105129508