(3R,7S)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-one

Details

• Internal ID: edb32442-275d-4146-97af-4b7f7f950a7c
• Taxonomy: Phenylpropanoids and polyketides > Sterigmatocystins
• IUPAC Name: (3R,7S)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-one
• InChI: InChI=1S/C18H12O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-8,18-19H,1H3/t8-,18+/m1/s1
• InChI Key: UTSVPXMQSFGQTM-CVJBHZAOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₆
• Molecular Weight: 324.30 g/mol
• Exact Mass: 324.06338810 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.6469	64.69%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7454	74.54%
OATP2B1 inhibitior	-	0.7215	72.15%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9809	98.09%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6689	66.89%
P-glycoprotein inhibitior	+	0.7280	72.80%
P-glycoprotein substrate	-	0.7667	76.67%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.8408	84.08%
CYP3A4 inhibition	+	0.7133	71.33%
CYP2C9 inhibition	+	0.8080	80.80%
CYP2C19 inhibition	+	0.8638	86.38%
CYP2D6 inhibition	+	0.6453	64.53%
CYP1A2 inhibition	+	0.8889	88.89%
CYP2C8 inhibition	+	0.6065	60.65%
CYP inhibitory promiscuity	+	0.7340	73.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.7422	74.22%
Eye corrosion	-	0.9575	95.75%
Eye irritation	-	0.6965	69.65%
Skin irritation	-	0.6219	62.19%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	+	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8083	80.83%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7968	79.68%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6703	67.03%
Acute Oral Toxicity (c)	II	0.7067	70.67%
Estrogen receptor binding	+	0.8950	89.50%
Androgen receptor binding	+	0.7324	73.24%
Thyroid receptor binding	+	0.5236	52.36%
Glucocorticoid receptor binding	+	0.6514	65.14%
Aromatase binding	+	0.7991	79.91%
PPAR gamma	+	0.8552	85.52%
Honey bee toxicity	-	0.8587	85.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5151	51.51%
Fish aquatic toxicity	+	0.9495	94.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.46%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.03%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.87%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.22%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.70%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.27%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.58%	98.95%
CHEMBL2535	P11166	Glucose transporter	89.12%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.38%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.99%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	82.33%	94.73%
CHEMBL3194	P02766	Transthyretin	80.20%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 40559831
• LOTUS: LTS0074375
• wikiData: Q105279064