[(1'R,2S,2'R,3'R,5'S,7'S,8'S,9'R,10'R,13'S)-2',7',9',10',13'-pentaacetyloxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-5'-yl] (3R)-3-(dimethylamino)-3-phenylpropanoate

Details

• Internal ID: 72ccf268-2264-4e5b-9ffe-73d675b69b0c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1'R,2S,2'R,3'R,5'S,7'S,8'S,9'R,10'R,13'S)-2',7',9',10',13'-pentaacetyloxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-5'-yl] (3R)-3-(dimethylamino)-3-phenylpropanoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C4(C3C(C(C2(C)C)CC1OC(=O)C)OC(=O)C)CO4)OC(=O)CC(C5=CC=CC=C5)N(C)C)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@]4([C@H]3[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)C)OC(=O)C)CO4)OC(=O)C[C@H](C5=CC=CC=C5)N(C)C)OC(=O)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C41H55NO13/c1-21-30(50-22(2)43)17-28-35(52-24(4)45)37-40(9,38(54-26(6)47)36(53-25(5)46)34(21)39(28,7)8)31(51-23(3)44)19-32(41(37)20-49-41)55-33(48)18-29(42(10)11)27-15-13-12-14-16-27/h12-16,28-32,35-38H,17-20H2,1-11H3/t28-,29+,30-,31-,32-,35+,36+,37-,38-,40+,41-/m0/s1
• InChI Key: NCVLHUMLSYFYEW-QJRDYPDMSA-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): 174.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 14
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	-	0.8280	82.80%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6777	67.77%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.8157	81.57%
OATP1B3 inhibitior	+	0.8902	89.02%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9926	99.26%
P-glycoprotein inhibitior	+	0.8651	86.51%
P-glycoprotein substrate	+	0.6283	62.83%
CYP3A4 substrate	+	0.7058	70.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7104	71.04%
CYP3A4 inhibition	+	0.6427	64.27%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	-	0.8106	81.06%
CYP2D6 inhibition	-	0.8824	88.24%
CYP1A2 inhibition	-	0.7600	76.00%
CYP2C8 inhibition	+	0.6856	68.56%
CYP inhibitory promiscuity	-	0.7863	78.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4553	45.53%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9118	91.18%
Skin irritation	-	0.7684	76.84%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3761	37.61%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5751	57.51%
skin sensitisation	-	0.7880	78.80%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7772	77.72%
Acute Oral Toxicity (c)	III	0.5173	51.73%
Estrogen receptor binding	+	0.8321	83.21%
Androgen receptor binding	+	0.7066	70.66%
Thyroid receptor binding	+	0.6096	60.96%
Glucocorticoid receptor binding	+	0.8126	81.26%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	+	0.8035	80.35%
Honey bee toxicity	-	0.5940	59.40%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	98.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.56%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.63%	94.62%
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.66%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.95%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.85%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	91.45%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	91.13%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	90.96%	94.73%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.07%	94.08%
CHEMBL5028	O14672	ADAM10	86.39%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.64%	93.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.86%	89.44%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.75%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.41%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.20%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.81%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.76%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.39%	96.00%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Tecomella undulata

Cross-Links

• PubChem: 5319245
• NPASS: NPC28705