Taxagifine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	7af66b7e-212e-4cfc-9d94-cb7dff1a9621
Taxonomy	Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name	[(1R,2R,3S,4R,5S,6S,8S,10R,11R,12R,15S)-3,4,6,11-tetraacetyloxy-2-hydroxy-1,5,15-trimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-8-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical)	CC(=O)OC1CC(C(=C)C2C1(C(C(C3(C4(COC3(C(=O)CC4C2OC(=O)C)C)C)O)OC(=O)C)OC(=O)C)C)OC(=O)C=CC5=CC=CC=C5
SMILES (Isomeric)	CC(=O)O[C@H]1C[C@@H](C(=C)[C@@H]2[C@@]1([C@H]([C@@H]([C@@]3([C@]4(CO[C@@]3(C(=O)C[C@H]4[C@H]2OC(=O)C)C)C)O)OC(=O)C)OC(=O)C)C)OC(=O)/C=C/C5=CC=CC=C5
InChI	InChI=1S/C37H44O13/c1-19-26(50-29(43)15-14-24-12-10-9-11-13-24)17-28(46-20(2)38)35(7)30(19)31(47-21(3)39)25-16-27(42)36(8)37(44,34(25,6)18-45-36)33(49-23(5)41)32(35)48-22(4)40/h9-15,25-26,28,30-33,44H,1,16-18H2,2-8H3/b15-14+/t25-,26-,28-,30-,31+,32-,33-,34-,35+,36+,37-/m0/s1
InChI Key	FQCUWQFKTUBVLA-PGBLWRDZSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₃₇H₄₄O₁₃
Molecular Weight	696.70 g/mol
Exact Mass	696.27819145 g/mol
Topological Polar Surface Area (TPSA)	178.00 Å²
XlogP	2.40
Atomic LogP (AlogP)	3.05
H-Bond Acceptor	13
H-Bond Donor	1
Rotatable Bonds	7

Synonyms

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81489-69-2

Taxagifin

H6F6Z86DFD

2-Propenoic acid, 3-phenyl-, (1S,3aR,4R,5R,5aR,7S,9S,9aS,10R,11S,11aR)-5,9,10,11-tetrakis(acetyloxy)tetradecahydro-11a-hydroxy-1,3a,9a-trimethyl-6-methylene-13-oxo-1,4-ethanobenzo(5,6)cycloocta(1,2-C)furan-7-yl ester, (2E)-

(1R,2R,3S,4R,5S,6S,8S,10R,11R,12R,15S)-3,4,6,11-Tetrakis(acetyloxy)-2-hydroxy-1,5,15-trimethyl-9-methylidene-14-oxo-16-oxatetracyclo(10.5.0.0(2,15).0(5,10))heptadecan-8-yl (2E)-3-phenylprop-2-enoate

(1R,2R,3S,4R,5S,6S,8S,10R,11R,12R,15S)-3,4,6,11-tetrakis(acetyloxy)-2-hydroxy-1,5,15-trimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.0{2,15}.0{5,10}]heptadecan-8-yl (2E)-3-phenylprop-2-enoate

UNII-H6F6Z86DFD

CHEMBL405007

DTXSID801336359

AKOS032949098

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.8419	84.19%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7329	73.29%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8532	85.32%
OATP1B3 inhibitior	+	0.8679	86.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8114	81.14%
BSEP inhibitior	+	0.9697	96.97%
P-glycoprotein inhibitior	+	0.8487	84.87%
P-glycoprotein substrate	-	0.5388	53.88%
CYP3A4 substrate	+	0.6753	67.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8925	89.25%
CYP3A4 inhibition	+	0.5393	53.93%
CYP2C9 inhibition	-	0.6296	62.96%
CYP2C19 inhibition	-	0.6767	67.67%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.5684	56.84%
CYP2C8 inhibition	+	0.8199	81.99%
CYP inhibitory promiscuity	-	0.8009	80.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5870	58.70%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.6043	60.43%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.5828	58.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6707	67.07%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5555	55.55%
skin sensitisation	-	0.8316	83.16%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3348	33.48%
Estrogen receptor binding	+	0.7713	77.13%
Androgen receptor binding	+	0.7704	77.04%
Thyroid receptor binding	+	0.6458	64.58%
Glucocorticoid receptor binding	+	0.7588	75.88%
Aromatase binding	+	0.6872	68.72%
PPAR gamma	+	0.7815	78.15%
Honey bee toxicity	-	0.7171	71.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.23%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.83%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.66%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	95.50%	95.50%
CHEMBL2581	P07339	Cathepsin D	93.08%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.39%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.33%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.61%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.61%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.87%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.82%	90.17%
CHEMBL5028	O14672	ADAM10	85.27%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	84.04%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	83.87%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.47%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.30%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.90%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.74%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.69%	91.19%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Taxus wallichiana var. chinensis