[(1R,2R,3R,4R,7S,9R,10R,11R,14S)-2,3,10-triacetyloxy-14-hydroxy-4,15,15-trimethyl-8-methylidene-13-oxo-7-tetracyclo[9.3.1.01,9.04,9]pentadecanyl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 71d9a604-20e5-49f1-8f72-19c49182507c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,3R,4R,7S,9R,10R,11R,14S)-2,3,10-triacetyloxy-14-hydroxy-4,15,15-trimethyl-8-methylidene-13-oxo-7-tetracyclo[9.3.1.01,9.04,9]pentadecanyl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(=O)OC1C2CC(=O)C(C3(C2(C)C)C14C(=C)C(CCC4(C(C3OC(=O)C)OC(=O)C)C)OC(=O)C=CC5=CC=CC=C5)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]2CC(=O)[C@H]([C@]3([C@]14C(=C)[C@H](CC[C@]4([C@H]([C@@H]3OC(=O)C)OC(=O)C)C)OC(=O)/C=C/C5=CC=CC=C5)C2(C)C)O
• InChI: InChI=1S/C34H40O10/c1-18-25(44-26(39)14-13-22-11-9-8-10-12-22)15-16-32(7)29(42-20(3)36)30(43-21(4)37)34-27(40)24(38)17-23(31(34,5)6)28(33(18,32)34)41-19(2)35/h8-14,23,25,27-30,40H,1,15-17H2,2-7H3/b14-13+/t23-,25-,27+,28+,29-,30-,32-,33+,34+/m0/s1
• InChI Key: WLDVWYJTIJYDNM-IYZWLBIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀O₁₀
• Molecular Weight: 608.70 g/mol
• Exact Mass: 608.26214747 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.74
• 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	+	0.9939	99.39%
Caco-2	-	0.8086	80.86%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7575	75.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8197	81.97%
OATP1B3 inhibitior	-	0.3190	31.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9486	94.86%
P-glycoprotein inhibitior	+	0.8427	84.27%
P-glycoprotein substrate	-	0.5738	57.38%
CYP3A4 substrate	+	0.6908	69.08%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.5824	58.24%
CYP2C9 inhibition	-	0.6011	60.11%
CYP2C19 inhibition	-	0.6719	67.19%
CYP2D6 inhibition	-	0.8935	89.35%
CYP1A2 inhibition	-	0.6517	65.17%
CYP2C8 inhibition	+	0.7738	77.38%
CYP inhibitory promiscuity	-	0.8928	89.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9611	96.11%
Carcinogenicity (trinary)	Non-required	0.5840	58.40%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.5869	58.69%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.6928	69.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7296	72.96%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5676	56.76%
skin sensitisation	-	0.6372	63.72%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4515	45.15%
Acute Oral Toxicity (c)	III	0.4217	42.17%
Estrogen receptor binding	+	0.7500	75.00%
Androgen receptor binding	+	0.7820	78.20%
Thyroid receptor binding	+	0.6449	64.49%
Glucocorticoid receptor binding	+	0.7542	75.42%
Aromatase binding	+	0.6180	61.80%
PPAR gamma	+	0.7561	75.61%
Honey bee toxicity	-	0.7082	70.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.51%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.01%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	95.84%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.68%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.97%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.65%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.26%	95.50%
CHEMBL5028	O14672	ADAM10	85.09%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.83%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.23%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.07%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.58%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.82%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.18%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.34%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.04%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.28%	91.19%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 163188601
• LOTUS: LTS0128466
• wikiData: Q105307904