[(1R,2R,5S,8R,9R,10R)-2,9,10-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: b59e9fa7-6b21-4a84-95bf-962c75985b81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2R,5S,8R,9R,10R)-2,9,10-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)CC1=O)OC(=O)C)OC(=O)C=CC4=CC=CC=C4)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)C3[C@@H]([C@@H](C2(C)C)CC1=O)OC(=O)C)OC(=O)/C=C/C4=CC=CC=C4)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C35H42O9/c1-19-26(39)18-25-31(41-21(3)36)30-20(2)27(44-28(40)15-14-24-12-10-9-11-13-24)16-17-35(30,8)33(43-23(5)38)32(42-22(4)37)29(19)34(25,6)7/h9-15,25,27,30-33H,2,16-18H2,1,3-8H3/b15-14+/t25-,27-,30?,31+,32+,33-,35+/m0/s1
• InChI Key: BAYHEZUZRPMUDM-MUTILUPASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₉
• Molecular Weight: 606.70 g/mol
• Exact Mass: 606.28288291 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.32
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	-	0.7875	78.75%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7914	79.14%
OATP2B1 inhibitior	-	0.7138	71.38%
OATP1B1 inhibitior	+	0.8038	80.38%
OATP1B3 inhibitior	+	0.8138	81.38%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9737	97.37%
P-glycoprotein inhibitior	+	0.9002	90.02%
P-glycoprotein substrate	-	0.6108	61.08%
CYP3A4 substrate	+	0.6976	69.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8984	89.84%
CYP3A4 inhibition	+	0.6569	65.69%
CYP2C9 inhibition	-	0.6878	68.78%
CYP2C19 inhibition	-	0.6062	60.62%
CYP2D6 inhibition	-	0.7995	79.95%
CYP1A2 inhibition	-	0.6537	65.37%
CYP2C8 inhibition	+	0.7580	75.80%
CYP inhibitory promiscuity	-	0.7427	74.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8772	87.72%
Carcinogenicity (trinary)	Non-required	0.5647	56.47%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.6434	64.34%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.6828	68.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7570	75.70%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5676	56.76%
skin sensitisation	+	0.4774	47.74%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7315	73.15%
Acute Oral Toxicity (c)	III	0.6186	61.86%
Estrogen receptor binding	+	0.7589	75.89%
Androgen receptor binding	+	0.7435	74.35%
Thyroid receptor binding	+	0.6447	64.47%
Glucocorticoid receptor binding	+	0.8128	81.28%
Aromatase binding	+	0.6083	60.83%
PPAR gamma	+	0.7896	78.96%
Honey bee toxicity	-	0.6884	68.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.94%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.61%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.39%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.13%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	94.17%	83.82%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.73%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.68%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.95%	95.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.81%	93.99%
CHEMBL5028	O14672	ADAM10	90.41%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.26%	93.00%
CHEMBL2581	P07339	Cathepsin D	89.10%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.06%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.65%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.16%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.00%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.54%	94.75%
CHEMBL2039	P27338	Monoamine oxidase B	81.89%	92.51%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.65%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.76%	97.33%

Plants that contains it

• Taxus baccata
• Taxus cuspidata

Cross-Links

• PubChem: 11061084
• NPASS: NPC237309