Taxusin

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	b5684dbc-eb46-43e4-b892-4a683f00256f
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name	[(1R,3R,5S,8R,9R,10R,13S)-9,10,13-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate
SMILES (Canonical)	CC1=C2C(C(C3(CCC(C(=C)C3CC(C2(C)C)CC1OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C
SMILES (Isomeric)	CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3C[C@@H](C2(C)C)C[C@@H]1OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C
InChI	InChI=1S/C28H40O8/c1-14-21-12-20-13-23(34-17(4)30)15(2)24(27(20,7)8)25(35-18(5)31)26(36-19(6)32)28(21,9)11-10-22(14)33-16(3)29/h20-23,25-26H,1,10-13H2,2-9H3/t20-,21-,22+,23+,25-,26+,28-/m1/s1
InChI Key	SKJSIVQEPKBFTJ-HUWILPJBSA-N
Popularity	34 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₄₀O₈
Molecular Weight	504.60 g/mol
Exact Mass	504.27231823 g/mol
Topological Polar Surface Area (TPSA)	105.00 Å²
XlogP	3.20
Atomic LogP (AlogP)	4.45
H-Bond Acceptor	8
H-Bond Donor	0
Rotatable Bonds	4

Synonyms

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19605-80-2

(+)-taxusin

VHS5792RP7

UNII-VHS5792RP7

CHEBI:63664

taxa-4(20),11-diene-5alpha,9alpha,10beta,13alpha-tetrayl tetraacetate

6,10-Methanobenzocyclodecene-3,8,11,12-tetrol, 1,2,3,4,4a,5,6,7,8,11,12,12a-dodecahydro-9,12a,13,13-tetramethyl-4-methylene-, tetraacetate, (4aS-(4aalpha,6alpha,9beta,12abeta))-

(5alpha,9alpha,10beta,13alpha)-taxa-4(20),11-diene-5,9,10,13-tetrayl tetraacetate

[(1R,3R,5S,8R,9R,10R,13S)-9,10,13-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate

Taxusin, (+)-

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	+	0.9935	99.35%
Caco-2	-	0.6025	60.25%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8309	83.09%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	-	0.2458	24.58%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7993	79.93%
P-glycoprotein inhibitior	+	0.8353	83.53%
P-glycoprotein substrate	-	0.6690	66.90%
CYP3A4 substrate	+	0.6689	66.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	-	0.6449	64.49%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.7987	79.87%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.8678	86.78%
CYP2C8 inhibition	+	0.4491	44.91%
CYP inhibitory promiscuity	-	0.9172	91.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.6183	61.83%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8568	85.68%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6113	61.13%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5594	55.94%
skin sensitisation	-	0.5765	57.65%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4801	48.01%
Acute Oral Toxicity (c)	III	0.7032	70.32%
Estrogen receptor binding	+	0.7826	78.26%
Androgen receptor binding	+	0.6402	64.02%
Thyroid receptor binding	+	0.5847	58.47%
Glucocorticoid receptor binding	+	0.7894	78.94%
Aromatase binding	+	0.6260	62.60%
PPAR gamma	+	0.7213	72.13%
Honey bee toxicity	-	0.5924	59.24%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.95%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.83%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.65%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.90%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	88.77%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	87.22%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.30%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.34%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	82.07%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.89%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.19%	94.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.61%	94.62%
CHEMBL5028	O14672	ADAM10	80.00%	97.50%

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.