Sarolactone

Details

• Internal ID: aab8223c-3cba-45e8-923d-9652ce253226
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 7,11-dihydroxy-2,2-dimethylisochromeno[3,4-f]chromen-6-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C=C(C3=C2OC(=O)C4=C3C=CC=C4O)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=C(C3=C2OC(=O)C4=C3C=CC=C4O)O)C
• InChI: InChI=1S/C18H14O5/c1-18(2)7-6-9-13(23-18)8-12(20)14-10-4-3-5-11(19)15(10)17(21)22-16(9)14/h3-8,19-20H,1-2H3
• InChI Key: OMSIAYZTDAHRCK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₅
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• NSC638204
• NSC-638204

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	+	0.7407	74.07%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8105	81.05%
OATP2B1 inhibitior	-	0.7059	70.59%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6092	60.92%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7194	71.94%
CYP3A4 substrate	+	0.6024	60.24%
CYP2C9 substrate	-	0.5695	56.95%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.7030	70.30%
CYP2C9 inhibition	+	0.6770	67.70%
CYP2C19 inhibition	-	0.7077	70.77%
CYP2D6 inhibition	-	0.8480	84.80%
CYP1A2 inhibition	-	0.8363	83.63%
CYP2C8 inhibition	-	0.5904	59.04%
CYP inhibitory promiscuity	-	0.6550	65.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5130	51.30%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.8982	89.82%
Skin irritation	-	0.6666	66.66%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5901	59.01%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5426	54.26%
skin sensitisation	-	0.7454	74.54%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7070	70.70%
Acute Oral Toxicity (c)	III	0.6412	64.12%
Estrogen receptor binding	+	0.9305	93.05%
Androgen receptor binding	+	0.7385	73.85%
Thyroid receptor binding	+	0.7872	78.72%
Glucocorticoid receptor binding	+	0.9648	96.48%
Aromatase binding	+	0.8632	86.32%
PPAR gamma	+	0.9070	90.70%
Honey bee toxicity	-	0.8885	88.85%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9787	97.87%

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	99.38%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.19%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.69%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.63%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.41%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.00%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.84%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.06%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.60%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.55%	93.99%
CHEMBL2535	P11166	Glucose transporter	85.22%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.18%	86.33%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.54%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.26%	85.14%

Plants that contains it

• Hypericum japonicum

Cross-Links

• PubChem: 5388708
• LOTUS: LTS0051649
• wikiData: Q105194483