(4aR)-7-hydroxy-2,2-dimethyl-6-(3-methylbutanoyl)-4a,8-bis(3-methylbut-2-enyl)chromen-5-one

Details

• Internal ID: 605d70c9-c0df-4be4-a5eb-83868b33433a
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: (4aR)-7-hydroxy-2,2-dimethyl-6-(3-methylbutanoyl)-4a,8-bis(3-methylbut-2-enyl)chromen-5-one
• SMILES (Canonical): CC(C)CC(=O)C1=C(C(=C2C(C1=O)(C=CC(O2)(C)C)CC=C(C)C)CC=C(C)C)O
• SMILES (Isomeric): CC(C)CC(=O)C1=C(C(=C2[C@](C1=O)(C=CC(O2)(C)C)CC=C(C)C)CC=C(C)C)O
• InChI: InChI=1S/C26H36O4/c1-16(2)9-10-19-22(28)21(20(27)15-18(5)6)23(29)26(12-11-17(3)4)14-13-25(7,8)30-24(19)26/h9,11,13-14,18,28H,10,12,15H2,1-8H3/t26-/m0/s1
• InChI Key: WOAGFYGUGHOSMR-SANMLTNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₄
• Molecular Weight: 412.60 g/mol
• Exact Mass: 412.26135963 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.31
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.5930	59.30%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7770	77.70%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8315	83.15%
OATP1B3 inhibitior	+	0.9179	91.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7287	72.87%
P-glycoprotein inhibitior	-	0.5925	59.25%
P-glycoprotein substrate	-	0.6280	62.80%
CYP3A4 substrate	+	0.5784	57.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.7219	72.19%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.8165	81.65%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.8939	89.39%
CYP2C8 inhibition	-	0.7179	71.79%
CYP inhibitory promiscuity	-	0.8125	81.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.6472	64.72%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.6609	66.09%
Skin irritation	-	0.5690	56.90%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5468	54.68%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6945	69.45%
skin sensitisation	-	0.6785	67.85%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.8204	82.04%
Acute Oral Toxicity (c)	III	0.4649	46.49%
Estrogen receptor binding	+	0.7947	79.47%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6206	62.06%
Glucocorticoid receptor binding	+	0.7592	75.92%
Aromatase binding	+	0.7018	70.18%
PPAR gamma	+	0.8297	82.97%
Honey bee toxicity	-	0.8340	83.40%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9775	97.75%

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	98.48%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.45%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.98%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	89.62%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.16%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.92%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.56%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.44%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.54%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.51%	99.23%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.26%	91.38%

Plants that contains it

• Humulus lupulus

Cross-Links

• PubChem: 162849220
• LOTUS: LTS0034116
• wikiData: Q105309396