4,8-dihydroxy-3,8-dimethyl-7-(4-methylhex-2-en-2-yl)-7H-pyrano[4,3-b]pyran-2,5-dione

Details

• Internal ID: 43df6255-6985-4869-84eb-5be1a88dd6d5
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4,8-dihydroxy-3,8-dimethyl-7-(4-methylhex-2-en-2-yl)-7H-pyrano[4,3-b]pyran-2,5-dione
• SMILES (Canonical): CCC(C)C=C(C)C1C(C2=C(C(=C(C(=O)O2)C)O)C(=O)O1)(C)O
• SMILES (Isomeric): CCC(C)C=C(C)C1C(C2=C(C(=C(C(=O)O2)C)O)C(=O)O1)(C)O
• InChI: InChI=1S/C17H22O6/c1-6-8(2)7-9(3)13-17(5,21)14-11(16(20)22-13)12(18)10(4)15(19)23-14/h7-8,13,18,21H,6H2,1-5H3
• InChI Key: YBONTDYMZATFHX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 6
• 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	+	0.9698	96.98%
Caco-2	+	0.6216	62.16%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6714	67.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7216	72.16%
OATP1B3 inhibitior	+	0.8970	89.70%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4537	45.37%
P-glycoprotein inhibitior	-	0.6547	65.47%
P-glycoprotein substrate	-	0.7355	73.55%
CYP3A4 substrate	+	0.5868	58.68%
CYP2C9 substrate	+	0.6881	68.81%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.8824	88.24%
CYP2C9 inhibition	+	0.6282	62.82%
CYP2C19 inhibition	-	0.5835	58.35%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.7322	73.22%
CYP2C8 inhibition	-	0.7194	71.94%
CYP inhibitory promiscuity	-	0.5405	54.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9718	97.18%
Carcinogenicity (trinary)	Danger	0.4270	42.70%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.7946	79.46%
Skin irritation	-	0.6340	63.40%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5676	56.76%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.6498	64.98%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5768	57.68%
Acute Oral Toxicity (c)	III	0.6025	60.25%
Estrogen receptor binding	+	0.5416	54.16%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5482	54.82%
Glucocorticoid receptor binding	+	0.6662	66.62%
Aromatase binding	+	0.6213	62.13%
PPAR gamma	+	0.7949	79.49%
Honey bee toxicity	-	0.8605	86.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9913	99.13%

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	97.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.55%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.02%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.17%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.86%	97.21%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	88.75%	80.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.58%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	86.22%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.52%	93.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.29%	85.11%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.50%	83.10%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.59%	96.47%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 162942445
• LOTUS: LTS0066016
• wikiData: Q105120998