[(1R,2Z,4S,5S,7S,8S,9R,10Z,13S,14S,15S)-7,8,14-triacetyloxy-13-hydroxy-1,5,9,12,12-pentamethyl-15-[(E)-2-methylbut-2-enoyl]oxy-16-oxatricyclo[11.2.1.03,7]hexadeca-2,10-dien-4-yl] benzoate

Details

• Internal ID: c01ce3f5-12cb-41b5-a0c0-9fb337b34a0e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1R,2Z,4S,5S,7S,8S,9R,10Z,13S,14S,15S)-7,8,14-triacetyloxy-13-hydroxy-1,5,9,12,12-pentamethyl-15-[(E)-2-methylbut-2-enoyl]oxy-16-oxatricyclo[11.2.1.03,7]hexadeca-2,10-dien-4-yl] benzoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2(C(C=CC(C(C3(CC(C(C3=CC1(O2)C)OC(=O)C4=CC=CC=C4)C)OC(=O)C)OC(=O)C)C)(C)C)O)OC(=O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@@]2(C(/C=C\[C@H]([C@@H]([C@@]\3(C[C@@H]([C@@H](/C3=C/[C@]1(O2)C)OC(=O)C4=CC=CC=C4)C)OC(=O)C)OC(=O)C)C)(C)C)O)OC(=O)C
• InChI: InChI=1S/C38H48O12/c1-11-21(2)33(42)48-31-32(46-25(6)40)38(44)35(8,9)18-17-22(3)30(45-24(5)39)37(49-26(7)41)19-23(4)29(28(37)20-36(31,10)50-38)47-34(43)27-15-13-12-14-16-27/h11-18,20,22-23,29-32,44H,19H2,1-10H3/b18-17-,21-11+,28-20-/t22-,23+,29+,30+,31+,32+,36-,37+,38-/m1/s1
• InChI Key: KVZGUGJXCMNABM-ZHMWQYJPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₁₂
• Molecular Weight: 696.80 g/mol
• Exact Mass: 696.31457696 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.93
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.8149	81.49%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6846	68.46%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	-	0.2167	21.67%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9973	99.73%
P-glycoprotein inhibitior	+	0.9167	91.67%
P-glycoprotein substrate	+	0.5102	51.02%
CYP3A4 substrate	+	0.6956	69.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8840	88.40%
CYP3A4 inhibition	-	0.5949	59.49%
CYP2C9 inhibition	-	0.7218	72.18%
CYP2C19 inhibition	-	0.8179	81.79%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.6388	63.88%
CYP2C8 inhibition	+	0.7429	74.29%
CYP inhibitory promiscuity	-	0.7691	76.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Danger	0.3827	38.27%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.8910	89.10%
Skin irritation	-	0.6544	65.44%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3721	37.21%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5107	51.07%
skin sensitisation	-	0.6102	61.02%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5347	53.47%
Acute Oral Toxicity (c)	III	0.4986	49.86%
Estrogen receptor binding	+	0.7956	79.56%
Androgen receptor binding	+	0.7323	73.23%
Thyroid receptor binding	+	0.6857	68.57%
Glucocorticoid receptor binding	+	0.7893	78.93%
Aromatase binding	+	0.6418	64.18%
PPAR gamma	+	0.7393	73.93%
Honey bee toxicity	-	0.7277	72.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9825	98.25%

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	95.38%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.73%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.72%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.82%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.77%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.58%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.66%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.34%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.29%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.74%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.58%	91.07%
CHEMBL240	Q12809	HERG	84.43%	89.76%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.66%	83.00%
CHEMBL4208	P20618	Proteasome component C5	83.01%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.10%	96.00%
CHEMBL5028	O14672	ADAM10	81.13%	97.50%

Plants that contains it

• Euphorbia hyssopifolia

Cross-Links

• PubChem: 101062265
• LOTUS: LTS0147022
• wikiData: Q105146816