[(1R,2R,3R,5S,7S,8S,9R,10S,11S)-2,7,9,10,13-pentaacetyloxy-11-hydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-12-enyl] (3R)-3-(dimethylamino)-3-phenylpropanoate

Details

• Internal ID: 98eb33cb-dc04-4466-80e2-ab11fb2641f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2R,3R,5S,7S,8S,9R,10S,11S)-2,7,9,10,13-pentaacetyloxy-11-hydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-12-enyl] (3R)-3-(dimethylamino)-3-phenylpropanoate
• SMILES (Canonical): CC1=C(CC2C(C3C(=C)C(CC(C3(C(C(C1(C2(C)C)O)OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)CC(C4=CC=CC=C4)N(C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C(C[C@H]2[C@H]([C@@H]3C(=C)[C@H](C[C@@H]([C@]3([C@H]([C@@H]([C@@]1(C2(C)C)O)OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C[C@H](C4=CC=CC=C4)N(C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C41H55NO13/c1-21-31(55-34(48)19-30(42(11)12)28-16-14-13-15-17-28)20-33(51-24(4)44)40(10)35(21)36(52-25(5)45)29-18-32(50-23(3)43)22(2)41(49,39(29,8)9)38(54-27(7)47)37(40)53-26(6)46/h13-17,29-31,33,35-38,49H,1,18-20H2,2-12H3/t29-,30+,31-,33-,35-,36+,37-,38-,40+,41-/m0/s1
• InChI Key: WKBGGGLQBJFAIE-TYSRQZBFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₅NO₁₃
• Molecular Weight: 769.90 g/mol
• Exact Mass: 769.36734081 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 14
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	-	0.8448	84.48%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6398	63.98%
OATP2B1 inhibitior	-	0.5789	57.89%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9605	96.05%
P-glycoprotein inhibitior	+	0.8394	83.94%
P-glycoprotein substrate	+	0.5976	59.76%
CYP3A4 substrate	+	0.6971	69.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7363	73.63%
CYP3A4 inhibition	-	0.5658	56.58%
CYP2C9 inhibition	-	0.8030	80.30%
CYP2C19 inhibition	-	0.7696	76.96%
CYP2D6 inhibition	-	0.8733	87.33%
CYP1A2 inhibition	-	0.7337	73.37%
CYP2C8 inhibition	+	0.5884	58.84%
CYP inhibitory promiscuity	-	0.8405	84.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5282	52.82%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.7421	74.21%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.5172	51.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.5479	54.79%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	-	0.8144	81.44%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7812	78.12%
Acute Oral Toxicity (c)	III	0.5995	59.95%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.7221	72.21%
Thyroid receptor binding	+	0.6110	61.10%
Glucocorticoid receptor binding	+	0.7960	79.60%
Aromatase binding	+	0.6549	65.49%
PPAR gamma	+	0.7692	76.92%
Honey bee toxicity	-	0.5892	58.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9860	98.60%

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	98.30%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.48%	94.62%
CHEMBL2581	P07339	Cathepsin D	95.27%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.22%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.55%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	92.08%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.35%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.51%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.60%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.46%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.86%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.19%	99.17%
CHEMBL5028	O14672	ADAM10	83.83%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.08%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.43%	96.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.33%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.00%	99.23%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 5321757
• NPASS: NPC263650
• LOTUS: LTS0061384
• wikiData: Q105307177