[(1R,2S,3R,4S,5S,7S,9R,10R,11R,14S)-3,5,10-triacetyloxy-2-hydroxy-4,14,16,16-tetramethyl-8-methylidene-13-oxo-15-oxatetracyclo[9.4.1.01,14.04,9]hexadecan-7-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 8564c409-024c-4ecb-9101-e46bea8434bc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1R,2S,3R,4S,5S,7S,9R,10R,11R,14S)-3,5,10-triacetyloxy-2-hydroxy-4,14,16,16-tetramethyl-8-methylidene-13-oxo-15-oxatetracyclo[9.4.1.01,14.04,9]hexadecan-7-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(=O)OC1CC(C(=C)C2C1(C(C(C34C(C(C2OC(=O)C)CC(=O)C3(O4)C)(C)C)O)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@]34[C@](O3)(C(=O)C[C@@H]([C@H]2OC(=O)C)C4(C)C)C)O)OC(=O)C)C)OC(=O)/C=C/C5=CC=CC=C5
• InChI: InChI=1S/C35H42O11/c1-18-24(45-27(40)15-14-22-12-10-9-11-13-22)17-26(42-19(2)36)33(7)28(18)29(43-20(3)37)23-16-25(39)34(8)35(46-34,32(23,5)6)30(41)31(33)44-21(4)38/h9-15,23-24,26,28-31,41H,1,16-17H2,2-8H3/b15-14+/t23-,24-,26-,28-,29+,30-,31-,33+,34+,35-/m0/s1
• InChI Key: ZTLMHJOMTFGQHV-NIRXFZQSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₁₁
• Molecular Weight: 638.70 g/mol
• Exact Mass: 638.27271215 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 11
• 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	+	0.9849	98.49%
Caco-2	-	0.8307	83.07%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6168	61.68%
OATP2B1 inhibitior	-	0.7197	71.97%
OATP1B1 inhibitior	+	0.8384	83.84%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8921	89.21%
P-glycoprotein inhibitior	+	0.8454	84.54%
P-glycoprotein substrate	-	0.5584	55.84%
CYP3A4 substrate	+	0.6792	67.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	+	0.5207	52.07%
CYP2C9 inhibition	-	0.8282	82.82%
CYP2C19 inhibition	-	0.7126	71.26%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.7826	78.26%
CYP2C8 inhibition	+	0.7539	75.39%
CYP inhibitory promiscuity	-	0.8586	85.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9061	90.61%
Carcinogenicity (trinary)	Non-required	0.5615	56.15%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.6540	65.40%
Skin corrosion	-	0.9338	93.38%
Ames mutagenesis	-	0.5828	58.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6465	64.65%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5040	50.40%
skin sensitisation	-	0.5474	54.74%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5917	59.17%
Acute Oral Toxicity (c)	III	0.5028	50.28%
Estrogen receptor binding	+	0.7393	73.93%
Androgen receptor binding	+	0.7458	74.58%
Thyroid receptor binding	+	0.6413	64.13%
Glucocorticoid receptor binding	+	0.7478	74.78%
Aromatase binding	+	0.6649	66.49%
PPAR gamma	+	0.7837	78.37%
Honey bee toxicity	-	0.7331	73.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

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	98.83%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.04%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.30%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.71%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.52%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	94.46%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.98%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.69%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.75%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.58%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	90.47%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.85%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.11%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.48%	94.62%
CHEMBL5028	O14672	ADAM10	85.18%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.57%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.46%	93.99%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.52%	94.08%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.48%	83.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.34%	93.00%

Plants that contains it

• Taxus canadensis

Cross-Links

• PubChem: 163188680
• LOTUS: LTS0077626
• wikiData: Q105383006