(8S)-5-hydroxy-2,2,8-trimethyl-8-(3-methylbut-2-enyl)-6-propanoylchromen-7-one

Details

• Internal ID: d218833e-651e-4a8b-b9f7-1fc53c5c2e06
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: (8S)-5-hydroxy-2,2,8-trimethyl-8-(3-methylbut-2-enyl)-6-propanoylchromen-7-one
• SMILES (Canonical): CCC(=O)C1=C(C2=C(C(C1=O)(C)CC=C(C)C)OC(C=C2)(C)C)O
• SMILES (Isomeric): CCC(=O)C1=C(C2=C([C@](C1=O)(C)CC=C(C)C)OC(C=C2)(C)C)O
• InChI: InChI=1S/C20H26O4/c1-7-14(21)15-16(22)13-9-10-19(4,5)24-18(13)20(6,17(15)23)11-8-12(2)3/h8-10,22H,7,11H2,1-6H3/t20-/m1/s1
• InChI Key: DKHGNFGXIABPML-HXUWFJFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.8541	85.41%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6481	64.81%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8460	84.60%
OATP1B3 inhibitior	+	0.9741	97.41%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6542	65.42%
P-glycoprotein inhibitior	-	0.7885	78.85%
P-glycoprotein substrate	-	0.7546	75.46%
CYP3A4 substrate	+	0.5664	56.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	+	0.5457	54.57%
CYP2C9 inhibition	-	0.7790	77.90%
CYP2C19 inhibition	-	0.7945	79.45%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.8557	85.57%
CYP2C8 inhibition	-	0.6639	66.39%
CYP inhibitory promiscuity	-	0.6228	62.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5781	57.81%
Eye corrosion	-	0.9861	98.61%
Eye irritation	+	0.6193	61.93%
Skin irritation	-	0.5255	52.55%
Skin corrosion	-	0.8981	89.81%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4461	44.61%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5279	52.79%
skin sensitisation	-	0.6482	64.82%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6293	62.93%
Acute Oral Toxicity (c)	III	0.6212	62.12%
Estrogen receptor binding	+	0.8460	84.60%
Androgen receptor binding	-	0.5160	51.60%
Thyroid receptor binding	+	0.5935	59.35%
Glucocorticoid receptor binding	+	0.6228	62.28%
Aromatase binding	+	0.7201	72.01%
PPAR gamma	+	0.8298	82.98%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9655	96.55%

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	97.37%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.67%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.78%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.60%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.46%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.43%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.18%	90.00%

Plants that contains it

• Hypericum papuanum

Cross-Links

• PubChem: 162919828
• LOTUS: LTS0127830
• wikiData: Q104983246