[(1R,5R,6R,8S,9S,10S,13S,14R,15S)-8-hydroxy-10-methyl-14-[(E)-2-methylbut-2-enoyl]oxy-11-oxo-4,12-dioxapentacyclo[7.7.0.01,6.02,13.010,15]hexadec-2-en-5-yl] 3-hydroxy-3-methylbutanoate

Details

• Internal ID: deb0f0b1-48bc-4d32-b22f-c40493151e88
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(1R,5R,6R,8S,9S,10S,13S,14R,15S)-8-hydroxy-10-methyl-14-[(E)-2-methylbut-2-enoyl]oxy-11-oxo-4,12-dioxapentacyclo[7.7.0.01,6.02,13.010,15]hexadec-2-en-5-yl] 3-hydroxy-3-methylbutanoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2CC34C5CC(C3C2(C(=O)OC1C4=COC5OC(=O)CC(C)(C)O)C)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1[C@H]2C[C@]34[C@H]5C[C@@H]([C@@H]3[C@]2(C(=O)O[C@H]1C4=CO[C@@H]5OC(=O)CC(C)(C)O)C)O
• InChI: InChI=1S/C25H32O9/c1-6-11(2)20(28)33-17-13-8-25-12-7-15(26)19(25)24(13,5)22(29)34-18(17)14(25)10-31-21(12)32-16(27)9-23(3,4)30/h6,10,12-13,15,17-19,21,26,30H,7-9H2,1-5H3/b11-6+/t12-,13+,15-,17+,18-,19+,21+,24-,25+/m0/s1
• InChI Key: YFICAUKQIDAHTG-GSUKYANWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₉
• Molecular Weight: 476.50 g/mol
• Exact Mass: 476.20463259 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	-	0.7427	74.27%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7427	74.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7917	79.17%
OATP1B3 inhibitior	+	0.8849	88.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8546	85.46%
P-glycoprotein inhibitior	+	0.6444	64.44%
P-glycoprotein substrate	+	0.6103	61.03%
CYP3A4 substrate	+	0.7020	70.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.6344	63.44%
CYP2C9 inhibition	-	0.8716	87.16%
CYP2C19 inhibition	-	0.9084	90.84%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.8901	89.01%
CYP2C8 inhibition	-	0.5893	58.93%
CYP inhibitory promiscuity	-	0.9019	90.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5009	50.09%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9397	93.97%
Skin irritation	+	0.5465	54.65%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7240	72.40%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5985	59.85%
skin sensitisation	-	0.8118	81.18%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5240	52.40%
Acute Oral Toxicity (c)	I	0.7143	71.43%
Estrogen receptor binding	+	0.8099	80.99%
Androgen receptor binding	+	0.6497	64.97%
Thyroid receptor binding	+	0.5593	55.93%
Glucocorticoid receptor binding	+	0.7388	73.88%
Aromatase binding	+	0.6581	65.81%
PPAR gamma	+	0.6696	66.96%
Honey bee toxicity	-	0.7318	73.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9907	99.07%

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	97.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.41%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.07%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.81%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.57%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.31%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.11%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.99%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.83%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.21%	97.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.56%	89.34%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.25%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.27%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.07%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.49%	93.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.01%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.01%	99.17%

Plants that contains it

• Trixis grisebachii

Cross-Links

• PubChem: 163094358
• LOTUS: LTS0186753
• wikiData: Q105347599