[(2R,3R,5S,7S,8S,9R,10R)-2,7,9-triacetyloxy-10-hydroxy-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: dfbc5a02-6fb6-4d68-933e-40c97eb5987b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2R,3R,5S,7S,8S,9R,10R)-2,7,9-triacetyloxy-10-hydroxy-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(C(CC(C(=C)C3C(C(C2(C)C)CC1=O)OC(=O)C)OC(=O)C=CC4=CC=CC=C4)OC(=O)C)C)OC(=O)C)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3[C@@H](C(C2(C)C)CC1=O)OC(=O)C)OC(=O)/C=C/C4=CC=CC=C4)OC(=O)C)C)OC(=O)C)O
• InChI: InChI=1S/C35H42O10/c1-18-25(39)16-24-32(43-21(4)37)30-19(2)26(45-28(40)15-14-23-12-10-9-11-13-23)17-27(42-20(3)36)35(30,8)33(44-22(5)38)31(41)29(18)34(24,6)7/h9-15,24,26-27,30-33,41H,2,16-17H2,1,3-8H3/b15-14+/t24?,26-,27-,30-,31+,32+,33-,35+/m0/s1
• InChI Key: TUEORTUUXYOYDZ-RHTGQQOTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₁₀
• Molecular Weight: 622.70 g/mol
• Exact Mass: 622.27779753 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.8132	81.32%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7816	78.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8202	82.02%
OATP1B3 inhibitior	-	0.2179	21.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8961	89.61%
P-glycoprotein inhibitior	+	0.8700	87.00%
P-glycoprotein substrate	-	0.5490	54.90%
CYP3A4 substrate	+	0.6905	69.05%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.5318	53.18%
CYP2C9 inhibition	-	0.7733	77.33%
CYP2C19 inhibition	-	0.7807	78.07%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	-	0.7056	70.56%
CYP2C8 inhibition	+	0.7943	79.43%
CYP inhibitory promiscuity	-	0.8562	85.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8961	89.61%
Carcinogenicity (trinary)	Non-required	0.5604	56.04%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.6051	60.51%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.7428	74.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6834	68.34%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5142	51.42%
skin sensitisation	+	0.5216	52.16%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7007	70.07%
Acute Oral Toxicity (c)	III	0.6452	64.52%
Estrogen receptor binding	+	0.7341	73.41%
Androgen receptor binding	+	0.7088	70.88%
Thyroid receptor binding	+	0.6263	62.63%
Glucocorticoid receptor binding	+	0.7788	77.88%
Aromatase binding	+	0.6329	63.29%
PPAR gamma	+	0.7943	79.43%
Honey bee toxicity	-	0.6509	65.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.64%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.23%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	96.67%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.93%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.34%	95.50%
CHEMBL2581	P07339	Cathepsin D	91.27%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.78%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	90.32%	83.82%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.79%	94.08%
CHEMBL5028	O14672	ADAM10	88.21%	97.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.06%	93.99%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.71%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.39%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.39%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.12%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.34%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.82%	91.19%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 5316381
• NPASS: NPC201759