[(1R,2S,3S,5S,8R,9R,10R,11S,13R,16S)-5,16-diacetyloxy-10-(acetyloxymethyl)-8,9,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6-methyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate

Details

• Internal ID: ed7dfa5c-0286-44ae-9619-41770b6d5c68
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2S,3S,5S,8R,9R,10R,11S,13R,16S)-5,16-diacetyloxy-10-(acetyloxymethyl)-8,9,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6-methyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1OC(=O)C)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)COC(=O)C)O)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@]2(C[C@@H]1OC(=O)C)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)COC(=O)C)O)O
• InChI: InChI=1S/C33H42O13/c1-16-21(44-18(3)35)13-32(30(5,6)41)24(16)25(38)27(39)31(14-42-17(2)34)22(37)12-23-33(15-43-23,46-19(4)36)26(31)28(32)45-29(40)20-10-8-7-9-11-20/h7-11,21-23,25-28,37-39,41H,12-15H2,1-6H3/t21-,22-,23+,25+,26-,27-,28-,31+,32-,33-/m0/s1
• InChI Key: GUQKKWHZKNIMHL-YWGIOFSDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₁₃
• Molecular Weight: 646.70 g/mol
• Exact Mass: 646.26254139 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9207	92.07%
Caco-2	-	0.8088	80.88%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7667	76.67%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.8160	81.60%
OATP1B3 inhibitior	+	0.9209	92.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9517	95.17%
P-glycoprotein inhibitior	+	0.7952	79.52%
P-glycoprotein substrate	+	0.7384	73.84%
CYP3A4 substrate	+	0.6981	69.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.9019	90.19%
CYP2C9 inhibition	-	0.7087	70.87%
CYP2C19 inhibition	-	0.7415	74.15%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	-	0.7530	75.30%
CYP2C8 inhibition	+	0.8750	87.50%
CYP inhibitory promiscuity	-	0.9011	90.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5884	58.84%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7376	73.76%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5767	57.67%
skin sensitisation	-	0.8202	82.02%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4777	47.77%
Acute Oral Toxicity (c)	III	0.4686	46.86%
Estrogen receptor binding	+	0.7579	75.79%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	+	0.5402	54.02%
Glucocorticoid receptor binding	+	0.6538	65.38%
Aromatase binding	+	0.6552	65.52%
PPAR gamma	+	0.6817	68.17%
Honey bee toxicity	-	0.6703	67.03%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9952	99.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.31%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.17%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	95.77%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.97%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.52%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.66%	94.62%
CHEMBL5028	O14672	ADAM10	89.49%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.81%	97.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.90%	89.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.13%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.71%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	85.59%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.49%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.86%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.89%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.31%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.91%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.70%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.93%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.78%	99.23%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Taxus mairei
• Tecomella undulata

Cross-Links

• PubChem: 10886794
• NPASS: NPC282670
• LOTUS: LTS0272972
• wikiData: Q105020380