[(1R,2R,3R,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] (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

Details

• Internal ID: f0302b40-3da5-45a5-b934-c7c3cdb4fb3a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2R,3R,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] (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)CC1=O)OC(=O)C)OC(=O)C(C(C4=CC=CC=C4)N(C)C)O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H]([C@@H](C2(C)C)CC1=O)OC(=O)C)OC(=O)[C@@H]([C@H](C4=CC=CC=C4)N(C)C)O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C37H49NO10/c1-19-26(42)18-25-32(45-21(3)39)29-20(2)27(48-35(44)31(43)30(38(9)10)24-14-12-11-13-15-24)16-17-37(29,8)34(47-23(5)41)33(46-22(4)40)28(19)36(25,6)7/h11-15,25,27,29-34,43H,2,16-18H2,1,3-10H3/t25-,27-,29-,30-,31+,32+,33+,34-,37+/m0/s1
• InChI Key: VOMHMJTXSVWBOE-MYSYOJMRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₉NO₁₀
• Molecular Weight: 667.80 g/mol
• Exact Mass: 667.33564676 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9589	95.89%
Caco-2	-	0.8262	82.62%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6947	69.47%
OATP2B1 inhibitior	-	0.5702	57.02%
OATP1B1 inhibitior	+	0.8004	80.04%
OATP1B3 inhibitior	+	0.9130	91.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7888	78.88%
P-glycoprotein inhibitior	+	0.8428	84.28%
P-glycoprotein substrate	+	0.5227	52.27%
CYP3A4 substrate	+	0.7305	73.05%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.7958	79.58%
CYP3A4 inhibition	+	0.6928	69.28%
CYP2C9 inhibition	-	0.7657	76.57%
CYP2C19 inhibition	-	0.7543	75.43%
CYP2D6 inhibition	-	0.8170	81.70%
CYP1A2 inhibition	-	0.6051	60.51%
CYP2C8 inhibition	+	0.5079	50.79%
CYP inhibitory promiscuity	-	0.9069	90.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8049	80.49%
Carcinogenicity (trinary)	Non-required	0.5164	51.64%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.7368	73.68%
Skin corrosion	-	0.9208	92.08%
Ames mutagenesis	-	0.6228	62.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5417	54.17%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5223	52.23%
skin sensitisation	-	0.8027	80.27%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7439	74.39%
Acute Oral Toxicity (c)	III	0.6494	64.94%
Estrogen receptor binding	+	0.7542	75.42%
Androgen receptor binding	+	0.7422	74.22%
Thyroid receptor binding	+	0.5813	58.13%
Glucocorticoid receptor binding	+	0.7886	78.86%
Aromatase binding	+	0.6283	62.83%
PPAR gamma	+	0.7474	74.74%
Honey bee toxicity	-	0.5988	59.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9821	98.21%

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	98.56%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	97.90%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.97%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.21%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.22%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.90%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	91.08%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.71%	99.23%
CHEMBL5028	O14672	ADAM10	90.27%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.03%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.65%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.55%	95.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.52%	93.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.87%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL3524	P56524	Histone deacetylase 4	81.98%	92.97%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.53%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.10%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.93%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.80%	95.89%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 10628208
• NPASS: NPC177861
• LOTUS: LTS0004585
• wikiData: Q105290270