[(1E,3S,4R,6S,9R,11S,12S,14S)-12-acetyloxy-3,9,14-trihydroxy-7,11,16,16-tetramethyl-10-oxo-6-tricyclo[9.3.1.14,8]hexadeca-1,7-dienyl] acetate

Details

• Internal ID: 87b9d84e-bc42-4e7f-9cfd-00d5b7a04d94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1E,3S,4R,6S,9R,11S,12S,14S)-12-acetyloxy-3,9,14-trihydroxy-7,11,16,16-tetramethyl-10-oxo-6-tricyclo[9.3.1.14,8]hexadeca-1,7-dienyl] acetate
• SMILES (Canonical): CC1=C2C(C(=O)C3(CC(=CC(C(C2(C)C)CC1OC(=O)C)O)C(CC3OC(=O)C)O)C)O
• SMILES (Isomeric): CC1=C2[C@H](C(=O)[C@]3(C/C(=C\[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)C)O)/[C@H](C[C@@H]3OC(=O)C)O)C)O
• InChI: InChI=1S/C24H34O8/c1-11-18(31-12(2)25)8-15-17(28)7-14-10-24(6,19(9-16(14)27)32-13(3)26)22(30)21(29)20(11)23(15,4)5/h7,15-19,21,27-29H,8-10H2,1-6H3/b14-7+/t15-,16-,17-,18-,19-,21+,24-/m0/s1
• InChI Key: UKGACUYMCUJTGU-VCEFLQQNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₈
• Molecular Weight: 450.50 g/mol
• Exact Mass: 450.22536804 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.5434	54.34%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8151	81.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8444	84.44%
OATP1B3 inhibitior	-	0.2197	21.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7443	74.43%
P-glycoprotein inhibitior	-	0.4642	46.42%
P-glycoprotein substrate	-	0.6075	60.75%
CYP3A4 substrate	+	0.6591	65.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.6545	65.45%
CYP2C9 inhibition	-	0.8649	86.49%
CYP2C19 inhibition	-	0.8716	87.16%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8527	85.27%
CYP2C8 inhibition	-	0.5620	56.20%
CYP inhibitory promiscuity	-	0.9240	92.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.5706	57.06%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8790	87.90%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7238	72.38%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5398	53.98%
skin sensitisation	-	0.6524	65.24%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.4514	45.14%
Estrogen receptor binding	+	0.8131	81.31%
Androgen receptor binding	+	0.5754	57.54%
Thyroid receptor binding	+	0.6007	60.07%
Glucocorticoid receptor binding	+	0.8439	84.39%
Aromatase binding	+	0.6215	62.15%
PPAR gamma	+	0.5692	56.92%
Honey bee toxicity	-	0.6533	65.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.38%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.22%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.59%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.48%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.47%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.80%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.33%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.85%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.51%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	82.25%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	81.00%	91.19%

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
• Taxus wallichiana
• Tecomella undulata

Cross-Links

• PubChem: 24862000
• NPASS: NPC244471
• LOTUS: LTS0089259
• wikiData: Q105274521