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

Details

• Internal ID: c3e2c2a7-dd24-4f1b-8ce4-3ac3b378a7f3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,5S,8R,9R,10R)-2,10-diacetyloxy-1,9-dihydroxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] 3-(dimethylamino)-3-phenylpropanoate
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)(CC1=O)O)OC(=O)C)OC(=O)CC(C4=CC=CC=C4)N(C)C)C)O)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H]([C@@](C2(C)C)(CC1=O)O)OC(=O)C)OC(=O)CC(C4=CC=CC=C4)N(C)C)C)O)OC(=O)C
• InChI: InChI=1S/C35H47NO9/c1-19-25(39)18-35(42)32(44-22(4)38)29-20(2)26(45-27(40)17-24(36(8)9)23-13-11-10-12-14-23)15-16-34(29,7)31(41)30(43-21(3)37)28(19)33(35,5)6/h10-14,24,26,29-32,41-42H,2,15-18H2,1,3-9H3/t24?,26-,29-,30+,31-,32-,34+,35+/m0/s1
• InChI Key: NSEYWVWJDRQTET-QEMDYZRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₇NO₉
• Molecular Weight: 625.70 g/mol
• Exact Mass: 625.32508208 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.8193	81.93%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6806	68.06%
OATP2B1 inhibitior	-	0.7148	71.48%
OATP1B1 inhibitior	+	0.8467	84.67%
OATP1B3 inhibitior	+	0.8867	88.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9406	94.06%
P-glycoprotein inhibitior	+	0.8313	83.13%
P-glycoprotein substrate	+	0.5820	58.20%
CYP3A4 substrate	+	0.7226	72.26%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8298	82.98%
CYP3A4 inhibition	-	0.5574	55.74%
CYP2C9 inhibition	-	0.6571	65.71%
CYP2C19 inhibition	-	0.7129	71.29%
CYP2D6 inhibition	-	0.8715	87.15%
CYP1A2 inhibition	-	0.7564	75.64%
CYP2C8 inhibition	+	0.4701	47.01%
CYP inhibitory promiscuity	-	0.9056	90.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5302	53.02%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9201	92.01%
Skin irritation	-	0.7204	72.04%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4590	45.90%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5611	56.11%
skin sensitisation	-	0.8259	82.59%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6594	65.94%
Acute Oral Toxicity (c)	III	0.5622	56.22%
Estrogen receptor binding	+	0.7838	78.38%
Androgen receptor binding	+	0.7060	70.60%
Thyroid receptor binding	+	0.6076	60.76%
Glucocorticoid receptor binding	+	0.8011	80.11%
Aromatase binding	+	0.6931	69.31%
PPAR gamma	+	0.7461	74.61%
Honey bee toxicity	-	0.6217	62.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.92%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	98.18%	94.62%
CHEMBL2581	P07339	Cathepsin D	97.33%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	92.53%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	89.09%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.88%	94.08%
CHEMBL5028	O14672	ADAM10	88.69%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.50%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.15%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.40%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.07%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.54%	97.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.34%	96.67%
CHEMBL237	P41145	Kappa opioid receptor	82.26%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.78%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.73%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.20%	99.23%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 5315177
• NPASS: NPC256562