[(1S,2S,3S,5S,8R,9R,10R,11S,13R,16S)-2,8,16-triacetyloxy-5,9-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: f13cac19-9742-431c-a25d-ca19bd489305
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3S,5S,8R,9R,10R,11S,13R,16S)-2,8,16-triacetyloxy-5,9-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)O)OC(=O)C
• 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]1O)C(C)(C)O)OC(=O)C)(CO4)OC(=O)C)OC(=O)C)C)O)OC(=O)C
• InChI: InChI=1S/C28H40O12/c1-12-17(33)10-27(25(6,7)35)20(12)21(38-14(3)30)23(34)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/t17-,18-,19+,21+,22+,23-,24-,26+,27-,28-/m0/s1
• InChI Key: PQDWVOZKMNDPAX-ZIFSQXLWSA-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	-	0.7314	73.14%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7776	77.76%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8880	88.80%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6922	69.22%
P-glycoprotein inhibitior	+	0.6689	66.89%
P-glycoprotein substrate	+	0.5994	59.94%
CYP3A4 substrate	+	0.6849	68.49%
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	+	0.6592	65.92%
CYP inhibitory promiscuity	-	0.9314	93.14%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5011	50.11%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8851	88.51%
Skin irritation	-	0.6166	61.66%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5412	54.12%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5894	58.94%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7275	72.75%
Acute Oral Toxicity (c)	III	0.4763	47.63%
Estrogen receptor binding	+	0.8076	80.76%
Androgen receptor binding	+	0.6941	69.41%
Thyroid receptor binding	+	0.5326	53.26%
Glucocorticoid receptor binding	+	0.7020	70.20%
Aromatase binding	+	0.7138	71.38%
PPAR gamma	+	0.6943	69.43%
Honey bee toxicity	-	0.6073	60.73%
Biodegradation	-	0.8500	85.00%
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	97.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.04%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.97%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.62%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.43%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.73%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.14%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.87%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.53%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.00%	91.19%
CHEMBL5028	O14672	ADAM10	83.57%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.09%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.20%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.05%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.33%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.12%	97.28%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.06%	100.00%

Plants that contains it

• Taxus sumatrana

Cross-Links

• PubChem: 163093547
• LOTUS: LTS0208933
• wikiData: Q105213193