[(1S,2S,5S,8R,9R,10R)-1,2,9,10-tetrahydroxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 43750f3d-8698-4e41-9d2c-472ecf8ec8e7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,5S,8R,9R,10R)-1,2,9,10-tetrahydroxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)(CC1=O)O)O)OC(=O)C=CC4=CC=CC=C4)C)O)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)C3[C@@H]([C@@](C2(C)C)(CC1=O)O)O)OC(=O)/C=C/C4=CC=CC=C4)C)O)O
• InChI: InChI=1S/C29H36O7/c1-16-19(30)15-29(35)25(33)23-17(2)20(36-21(31)12-11-18-9-7-6-8-10-18)13-14-28(23,5)26(34)24(32)22(16)27(29,3)4/h6-12,20,23-26,32-35H,2,13-15H2,1,3-5H3/b12-11+/t20-,23?,24+,25-,26-,28+,29+/m0/s1
• InChI Key: LMHMWINKBZRNRU-CRZKUNNMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₇
• Molecular Weight: 496.60 g/mol
• Exact Mass: 496.24610348 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.8250	82.50%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7995	79.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	-	0.2685	26.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.8202	82.02%
P-glycoprotein inhibitior	+	0.6475	64.75%
P-glycoprotein substrate	-	0.6657	66.57%
CYP3A4 substrate	+	0.6936	69.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8996	89.96%
CYP3A4 inhibition	-	0.6462	64.62%
CYP2C9 inhibition	-	0.7026	70.26%
CYP2C19 inhibition	-	0.6889	68.89%
CYP2D6 inhibition	-	0.8709	87.09%
CYP1A2 inhibition	-	0.6689	66.89%
CYP2C8 inhibition	+	0.6591	65.91%
CYP inhibitory promiscuity	-	0.9193	91.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9254	92.54%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9398	93.98%
Skin irritation	-	0.5745	57.45%
Skin corrosion	-	0.9089	90.89%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7666	76.66%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	-	0.6800	68.00%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6465	64.65%
Acute Oral Toxicity (c)	III	0.4749	47.49%
Estrogen receptor binding	+	0.7594	75.94%
Androgen receptor binding	+	0.7436	74.36%
Thyroid receptor binding	+	0.6340	63.40%
Glucocorticoid receptor binding	+	0.7887	78.87%
Aromatase binding	+	0.6661	66.61%
PPAR gamma	+	0.6799	67.99%
Honey bee toxicity	-	0.7715	77.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.13%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.02%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	96.48%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.65%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.28%	94.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.54%	93.99%
CHEMBL2581	P07339	Cathepsin D	92.12%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.85%	94.08%
CHEMBL5028	O14672	ADAM10	89.84%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	88.12%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.08%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.17%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.65%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.05%	94.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.47%	96.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.36%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.05%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.71%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.35%	93.03%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 11813040
• NPASS: NPC15368