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

Details

• Internal ID: 4ab0a994-3a26-4be4-8ce7-25b3da10b49f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1E,3S,4R,6S,9R,11S,12S,14S)-3,12,14-triacetyloxy-9-hydroxy-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)OC(=O)C)C(CC3OC(=O)C)OC(=O)C)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)OC(=O)C)/[C@H](C[C@@H]3OC(=O)C)OC(=O)C)C)O
• InChI: InChI=1S/C28H38O10/c1-13-20(35-14(2)29)10-19-22(37-16(4)31)9-18-12-28(8,26(34)25(33)24(13)27(19,6)7)23(38-17(5)32)11-21(18)36-15(3)30/h9,19-23,25,33H,10-12H2,1-8H3/b18-9+/t19-,20-,21-,22-,23-,25+,28-/m0/s1
• InChI Key: GZWOMXLDPAAKLO-IANSKHESSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₀
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.24649740 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.6709	67.09%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8207	82.07%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.8230	82.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9072	90.72%
P-glycoprotein inhibitior	+	0.8484	84.84%
P-glycoprotein substrate	-	0.5838	58.38%
CYP3A4 substrate	+	0.6721	67.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.6020	60.20%
CYP2C9 inhibition	-	0.8657	86.57%
CYP2C19 inhibition	-	0.8766	87.66%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.7129	71.29%
CYP2C8 inhibition	+	0.4749	47.49%
CYP inhibitory promiscuity	-	0.8967	89.67%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5418	54.18%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8776	87.76%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7019	70.19%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5523	55.23%
skin sensitisation	-	0.6308	63.08%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5812	58.12%
Estrogen receptor binding	+	0.8302	83.02%
Androgen receptor binding	+	0.5781	57.81%
Thyroid receptor binding	+	0.5683	56.83%
Glucocorticoid receptor binding	+	0.8332	83.32%
Aromatase binding	+	0.6320	63.20%
PPAR gamma	+	0.7229	72.29%
Honey bee toxicity	-	0.5815	58.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	96.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.11%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.14%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.93%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	89.35%	83.82%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.74%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.36%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.33%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	84.20%	97.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.29%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.70%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.11%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.55%	92.94%

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: 101006401
• NPASS: NPC273589
• LOTUS: LTS0253621
• wikiData: Q105024684