(2R,3R,4S,6S)-6-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)-3-hydroxy-2,4-dimethyl-5-oxoheptanoic acid

Details

• Internal ID: 511e00f4-1e74-4a5d-866e-76fb8b8424cc
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: (2R,3R,4S,6S)-6-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)-3-hydroxy-2,4-dimethyl-5-oxoheptanoic acid
• SMILES (Canonical): CCC1=C(C(=O)C(=C(O1)C(C)C(=O)C(C)C(C(C)C(=O)O)O)C)C
• SMILES (Isomeric): CCC1=C(C(=O)C(=C(O1)[C@H](C)C(=O)[C@@H](C)[C@H]([C@@H](C)C(=O)O)O)C)C
• InChI: InChI=1S/C18H26O6/c1-7-13-8(2)14(19)10(4)17(24-13)11(5)15(20)9(3)16(21)12(6)18(22)23/h9,11-12,16,21H,7H2,1-6H3,(H,22,23)/t9-,11-,12-,16-/m1/s1
• InChI Key: KDBDGPBVVUIYNX-UBEDBUPSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₆
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.17293854 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8778	87.78%
Caco-2	+	0.5817	58.17%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7814	78.14%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5858	58.58%
P-glycoprotein inhibitior	-	0.7375	73.75%
P-glycoprotein substrate	-	0.8706	87.06%
CYP3A4 substrate	-	0.5982	59.82%
CYP2C9 substrate	+	0.8137	81.37%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.7062	70.62%
CYP2C9 inhibition	-	0.8058	80.58%
CYP2C19 inhibition	-	0.8114	81.14%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8686	86.86%
CYP2C8 inhibition	-	0.8904	89.04%
CYP inhibitory promiscuity	-	0.8983	89.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7807	78.07%
Eye corrosion	-	0.9626	96.26%
Eye irritation	-	0.9279	92.79%
Skin irritation	-	0.6724	67.24%
Skin corrosion	-	0.8834	88.34%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6588	65.88%
Micronuclear	-	0.5482	54.82%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.7494	74.94%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6834	68.34%
Acute Oral Toxicity (c)	III	0.5836	58.36%
Estrogen receptor binding	+	0.5815	58.15%
Androgen receptor binding	+	0.6457	64.57%
Thyroid receptor binding	-	0.5743	57.43%
Glucocorticoid receptor binding	+	0.6659	66.59%
Aromatase binding	+	0.5589	55.89%
PPAR gamma	+	0.5975	59.75%
Honey bee toxicity	-	0.9619	96.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.8962	89.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.08%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.27%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.25%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.27%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.19%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.07%	89.00%

Plants that contains it

• Thalictrum alpinum

Cross-Links

• PubChem: 10980666
• NPASS: NPC218721
• LOTUS: LTS0017710
• wikiData: Q105139063