(3R,7S)-11,15-dihydroxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1(12),2(9),10,14,16,18-hexaen-13-one

Details

• Internal ID: f348f88a-be2a-4b86-b0c5-b7f342d16124
• Taxonomy: Phenylpropanoids and polyketides > Sterigmatocystins
• IUPAC Name: (3R,7S)-11,15-dihydroxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1(12),2(9),10,14,16,18-hexaen-13-one
• InChI: InChI=1S/C17H12O6/c18-8-2-1-3-10-13(8)15(20)14-9(19)6-11-12(16(14)22-10)7-4-5-21-17(7)23-11/h1-3,6-7,17-19H,4-5H2/t7-,17+/m1/s1
• InChI Key: WUSMTEDKVPWFDN-GJEGPGMTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₆
• Molecular Weight: 312.27 g/mol
• Exact Mass: 312.06338810 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	-	0.6198	61.98%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8765	87.65%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7649	76.49%
P-glycoprotein inhibitior	-	0.4762	47.62%
P-glycoprotein substrate	-	0.7425	74.25%
CYP3A4 substrate	+	0.5900	59.00%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.7106	71.06%
CYP2C9 inhibition	+	0.6312	63.12%
CYP2C19 inhibition	-	0.5159	51.59%
CYP2D6 inhibition	-	0.6000	60.00%
CYP1A2 inhibition	+	0.7388	73.88%
CYP2C8 inhibition	+	0.5145	51.45%
CYP inhibitory promiscuity	-	0.7861	78.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5394	53.94%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.6101	61.01%
Skin irritation	-	0.7363	73.63%
Skin corrosion	-	0.9740	97.40%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7503	75.03%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8136	81.36%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6820	68.20%
Acute Oral Toxicity (c)	III	0.4987	49.87%
Estrogen receptor binding	+	0.8507	85.07%
Androgen receptor binding	+	0.8114	81.14%
Thyroid receptor binding	-	0.6419	64.19%
Glucocorticoid receptor binding	+	0.7887	78.87%
Aromatase binding	+	0.7462	74.62%
PPAR gamma	+	0.9123	91.23%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7537	75.37%

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	98.47%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.10%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.95%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.01%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.73%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.50%	85.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.36%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.24%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162844732
• LOTUS: LTS0235745
• wikiData: Q105313273