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

Details

• Internal ID: 932f2f5a-ae42-4eee-9fc0-9e8d366abc6d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2R,3R,5S,8R,9R,10R)-10-acetyloxy-2,9-dihydroxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] 2-(dimethylamino)-3-phenylpropanoate
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)CC1=O)O)OC(=O)C(CC4=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@@H](C2(C)C)CC1=O)O)OC(=O)C(CC4=CC=CC=C4)N(C)C)C)O)OC(=O)C
• InChI: InChI=1S/C33H45NO7/c1-18-24(36)17-22-28(37)26-19(2)25(41-31(39)23(34(7)8)16-21-12-10-9-11-13-21)14-15-33(26,6)30(38)29(40-20(3)35)27(18)32(22,4)5/h9-13,22-23,25-26,28-30,37-38H,2,14-17H2,1,3-8H3/t22-,23?,25-,26-,28+,29+,30-,33+/m0/s1
• InChI Key: BXXBKJMBBMMFCK-YQPTXOFRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₅NO₇
• Molecular Weight: 567.70 g/mol
• Exact Mass: 567.31960277 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9593	95.93%
Caco-2	-	0.8039	80.39%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6653	66.53%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.8170	81.70%
OATP1B3 inhibitior	+	0.8848	88.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7486	74.86%
P-glycoprotein inhibitior	+	0.7910	79.10%
P-glycoprotein substrate	+	0.5636	56.36%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	+	0.6385	63.85%
CYP2C9 inhibition	-	0.6840	68.40%
CYP2C19 inhibition	-	0.7373	73.73%
CYP2D6 inhibition	-	0.8015	80.15%
CYP1A2 inhibition	-	0.7046	70.46%
CYP2C8 inhibition	+	0.5609	56.09%
CYP inhibitory promiscuity	-	0.7509	75.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8854	88.54%
Carcinogenicity (trinary)	Non-required	0.5773	57.73%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9304	93.04%
Skin irritation	-	0.7286	72.86%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.6328	63.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4408	44.08%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.8236	82.36%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8055	80.55%
Acute Oral Toxicity (c)	III	0.5960	59.60%
Estrogen receptor binding	+	0.7695	76.95%
Androgen receptor binding	+	0.7024	70.24%
Thyroid receptor binding	+	0.5706	57.06%
Glucocorticoid receptor binding	+	0.7696	76.96%
Aromatase binding	+	0.6637	66.37%
PPAR gamma	+	0.6974	69.74%
Honey bee toxicity	-	0.5746	57.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9824	98.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.04%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.83%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.49%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.20%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	90.56%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.24%	95.89%
CHEMBL5028	O14672	ADAM10	86.99%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.78%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.48%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.66%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.03%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.82%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.40%	91.19%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.80%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.73%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.35%	97.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.06%	95.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.97%	97.64%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.78%	94.08%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 102014256
• LOTUS: LTS0070934
• wikiData: Q104910260