[(1R,3S,4R,5S,8R,9Z,13R,15S)-15-hydroxy-5-methyl-6-oxo-7,14,16-trioxatetracyclo[8.4.3.01,13.04,8]heptadec-9-en-3-yl] 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: 31d6dac3-ca67-4944-a307-d8a9218e5d30
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: [(1R,3S,4R,5S,8R,9Z,13R,15S)-15-hydroxy-5-methyl-6-oxo-7,14,16-trioxatetracyclo[8.4.3.01,13.04,8]heptadec-9-en-3-yl] 2-(hydroxymethyl)prop-2-enoate
• SMILES (Canonical): CC1C2C(CC34C(O3)CCC(=CC2OC1=O)COC4O)OC(=O)C(=C)CO
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H](C[C@]34[C@H](O3)CC/C(=C/[C@H]2OC1=O)/CO[C@@H]4O)OC(=O)C(=C)CO
• InChI: InChI=1S/C19H24O8/c1-9(7-20)16(21)26-13-6-19-14(27-19)4-3-11(8-24-18(19)23)5-12-15(13)10(2)17(22)25-12/h5,10,12-15,18,20,23H,1,3-4,6-8H2,2H3/b11-5-/t10-,12+,13-,14+,15-,18-,19+/m0/s1
• InChI Key: GVDXNUSJGXJQEQ-DYHIGZNBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₈
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.14711772 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8928	89.28%
Caco-2	-	0.6869	68.69%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8451	84.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8960	89.60%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5842	58.42%
BSEP inhibitior	-	0.7154	71.54%
P-glycoprotein inhibitior	-	0.7509	75.09%
P-glycoprotein substrate	+	0.5516	55.16%
CYP3A4 substrate	+	0.6888	68.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.8662	86.62%
CYP2C9 inhibition	-	0.7910	79.10%
CYP2C19 inhibition	-	0.8302	83.02%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.7520	75.20%
CYP2C8 inhibition	-	0.6432	64.32%
CYP inhibitory promiscuity	-	0.9184	91.84%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Danger	0.4804	48.04%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.9542	95.42%
Skin irritation	-	0.6510	65.10%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6519	65.19%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8438	84.38%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5597	55.97%
Acute Oral Toxicity (c)	III	0.5118	51.18%
Estrogen receptor binding	+	0.8694	86.94%
Androgen receptor binding	+	0.5916	59.16%
Thyroid receptor binding	-	0.4885	48.85%
Glucocorticoid receptor binding	+	0.7368	73.68%
Aromatase binding	+	0.7110	71.10%
PPAR gamma	+	0.6222	62.22%
Honey bee toxicity	-	0.7831	78.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9085	90.85%

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	97.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.68%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.74%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.50%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.25%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.80%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.68%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.59%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.32%	99.23%

Plants that contains it

• Gymnanthemum amygdalinum

Cross-Links

• PubChem: 162932203
• LOTUS: LTS0243276
• wikiData: Q105021075