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

Details

• Internal ID: 31618ba1-9724-48bb-846a-37046afd366b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [5,16-diacetyloxy-8-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-2,9-bis(phenylmethoxy)-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(CC1OC(=O)C)C(C)(C)O)OCC5=CC=CC=C5)(CO4)OC(=O)C)OC(=O)C)C)OCC6=CC=CC=C6)O
• SMILES (Isomeric): CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1OC(=O)C)C(C)(C)O)OCC5=CC=CC=C5)(CO4)OC(=O)C)OC(=O)C)C)OCC6=CC=CC=C6)O
• InChI: InChI=1S/C40H50O11/c1-23-29(49-24(2)41)19-39(37(5,6)45)32(23)33(44)35(46-20-27-14-10-8-11-15-27)38(7)30(50-25(3)42)18-31-40(22-48-31,51-26(4)43)34(38)36(39)47-21-28-16-12-9-13-17-28/h8-17,29-31,33-36,44-45H,18-22H2,1-7H3
• InChI Key: MYYARIPSSLDFOS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₀O₁₁
• Molecular Weight: 706.80 g/mol
• Exact Mass: 706.33531241 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9648	96.48%
Caco-2	-	0.7882	78.82%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8209	82.09%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8373	83.73%
OATP1B3 inhibitior	+	0.8874	88.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9921	99.21%
P-glycoprotein inhibitior	+	0.8439	84.39%
P-glycoprotein substrate	+	0.6583	65.83%
CYP3A4 substrate	+	0.6996	69.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	-	0.8845	88.45%
CYP2C9 inhibition	-	0.6531	65.31%
CYP2C19 inhibition	-	0.6873	68.73%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.6885	68.85%
CYP2C8 inhibition	+	0.8677	86.77%
CYP inhibitory promiscuity	-	0.7847	78.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5436	54.36%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.7105	71.05%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8374	83.74%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5787	57.87%
skin sensitisation	-	0.8056	80.56%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5739	57.39%
Acute Oral Toxicity (c)	III	0.4330	43.30%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	+	0.7522	75.22%
Thyroid receptor binding	+	0.5958	59.58%
Glucocorticoid receptor binding	+	0.7136	71.36%
Aromatase binding	+	0.6522	65.22%
PPAR gamma	+	0.7208	72.08%
Honey bee toxicity	-	0.6134	61.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.04%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.27%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.82%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.10%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.04%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.52%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	90.41%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.27%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.54%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.09%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.03%	99.17%
CHEMBL1914	P06276	Butyrylcholinesterase	86.25%	95.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.01%	89.44%
CHEMBL5028	O14672	ADAM10	83.09%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.60%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.15%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	81.42%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.96%	94.00%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 162846399
• LOTUS: LTS0154875
• wikiData: Q105175305