[(1S,2S,3R,7R,8S,9R,11R,13S)-1,9-dihydroxy-9,13-dimethyl-4-methylidene-8-(2-methylpropanoyloxy)-5-oxo-6,14-dioxatricyclo[9.2.1.03,7]tetradecan-2-yl] 2-methylbut-2-enoate

Details

• Internal ID: 244db45d-1c0c-4fe5-9895-23c755162e48
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,3R,7R,8S,9R,11R,13S)-1,9-dihydroxy-9,13-dimethyl-4-methylidene-8-(2-methylpropanoyloxy)-5-oxo-6,14-dioxatricyclo[9.2.1.03,7]tetradecan-2-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2C(C(C(CC3CC(C1(O3)O)C)(C)O)OC(=O)C(C)C)OC(=O)C2=C
• SMILES (Isomeric): CC=C(C)C(=O)O[C@H]1[C@H]2[C@H]([C@@H]([C@](C[C@H]3C[C@@H]([C@@]1(O3)O)C)(C)O)OC(=O)C(C)C)OC(=O)C2=C
• InChI: InChI=1S/C24H34O9/c1-8-12(4)21(26)31-18-16-14(6)22(27)30-17(16)19(32-20(25)11(2)3)23(7,28)10-15-9-13(5)24(18,29)33-15/h8,11,13,15-19,28-29H,6,9-10H2,1-5,7H3/t13-,15+,16+,17+,18-,19-,23+,24-/m0/s1
• InChI Key: DZCYDWDYBJALJJ-VYHYDVMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₉
• Molecular Weight: 466.50 g/mol
• Exact Mass: 466.22028266 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9636	96.36%
Caco-2	-	0.6910	69.10%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5963	59.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.8299	82.99%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5678	56.78%
P-glycoprotein inhibitior	+	0.7063	70.63%
P-glycoprotein substrate	-	0.5711	57.11%
CYP3A4 substrate	+	0.6609	66.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8990	89.90%
CYP3A4 inhibition	-	0.6341	63.41%
CYP2C9 inhibition	-	0.7996	79.96%
CYP2C19 inhibition	-	0.8403	84.03%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.8442	84.42%
CYP2C8 inhibition	-	0.6092	60.92%
CYP inhibitory promiscuity	-	0.8964	89.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.3905	39.05%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.6270	62.70%
Skin corrosion	-	0.8992	89.92%
Ames mutagenesis	+	0.6022	60.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.5316	53.16%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6720	67.20%
skin sensitisation	-	0.6928	69.28%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6256	62.56%
Acute Oral Toxicity (c)	III	0.3874	38.74%
Estrogen receptor binding	+	0.7940	79.40%
Androgen receptor binding	+	0.6610	66.10%
Thyroid receptor binding	+	0.5527	55.27%
Glucocorticoid receptor binding	+	0.6900	69.00%
Aromatase binding	+	0.6315	63.15%
PPAR gamma	+	0.6626	66.26%
Honey bee toxicity	-	0.5544	55.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9432	94.32%

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	98.36%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.20%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.16%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.37%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	91.69%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.50%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.64%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.61%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.15%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.80%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.68%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.55%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	87.84%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.09%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.33%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	86.15%	98.03%
CHEMBL2581	P07339	Cathepsin D	85.97%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.04%	85.30%
CHEMBL3401	O75469	Pregnane X receptor	83.64%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.17%	97.14%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.56%	92.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.04%	98.75%

Plants that contains it

• Boesenbergia rotunda
• Gaillardia coahuilensis
• Xylopia emarginata

Cross-Links

• PubChem: 123441477
• NPASS: NPC269518