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

Details

• Internal ID: 002dbf8a-972e-4e0d-9ed2-48f605ad3338
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,5S,7S,8S,9R,10R,13S)-2,7,9,10,13-pentaacetyloxy-1-hydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (2R)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C(=C)C3C(C(C2(C)C)(CC1OC(=O)C)O)OC(=O)C)OC(=O)C(C(C4=CC=CC=C4)N(C)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)C)O)OC(=O)C)OC(=O)[C@@H](C(C4=CC=CC=C4)N(C)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C41H55NO14/c1-20-28(56-38(49)34(48)33(42(11)12)27-16-14-13-15-17-27)18-30(52-23(4)44)40(10)32(20)36(54-25(6)46)41(50)19-29(51-22(3)43)21(2)31(39(41,8)9)35(53-24(5)45)37(40)55-26(7)47/h13-17,28-30,32-37,48,50H,1,18-19H2,2-12H3/t28-,29-,30-,32-,33?,34+,35+,36-,37-,40+,41+/m0/s1
• InChI Key: KPOWRRDYXUYBJR-JNOHHKPRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₅NO₁₄
• Molecular Weight: 785.90 g/mol
• Exact Mass: 785.36225543 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 15
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	-	0.8504	85.04%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6361	63.61%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.8545	85.45%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8650	86.50%
P-glycoprotein inhibitior	+	0.8140	81.40%
P-glycoprotein substrate	+	0.6760	67.60%
CYP3A4 substrate	+	0.7182	71.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7080	70.80%
CYP3A4 inhibition	-	0.5949	59.49%
CYP2C9 inhibition	-	0.8389	83.89%
CYP2C19 inhibition	-	0.8022	80.22%
CYP2D6 inhibition	-	0.8521	85.21%
CYP1A2 inhibition	-	0.7006	70.06%
CYP2C8 inhibition	+	0.6854	68.54%
CYP inhibitory promiscuity	-	0.9132	91.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8818	88.18%
Carcinogenicity (trinary)	Non-required	0.4800	48.00%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.7487	74.87%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5569	55.69%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5089	50.89%
skin sensitisation	-	0.7969	79.69%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7779	77.79%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	+	0.7821	78.21%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	+	0.5812	58.12%
Glucocorticoid receptor binding	+	0.7548	75.48%
Aromatase binding	+	0.6422	64.22%
PPAR gamma	+	0.7708	77.08%
Honey bee toxicity	-	0.5516	55.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9694	96.94%

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	99.13%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	98.78%	94.62%
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	97.33%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	96.34%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	94.03%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	92.39%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.08%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.89%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.50%	86.33%
CHEMBL5028	O14672	ADAM10	83.11%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.06%	97.14%
CHEMBL2535	P11166	Glucose transporter	81.83%	98.75%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.64%	94.97%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.35%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.16%	96.67%

Plants that contains it

• Catharanthus roseus
• Taxus baccata

Cross-Links

• PubChem: 5320255
• NPASS: NPC216381