Suregadolide A

Details

• Internal ID: 575dd1eb-6f5c-4063-85a6-0ed904ba2329
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,2R,5R,7S,8R,11S,12R,17R)-11,12-dihydroxy-2,7,14-trimethyl-16-oxapentacyclo[9.7.0.02,8.05,7.013,17]octadec-13-en-15-one
• InChI: InChI=1S/C20H28O4/c1-10-15-12(24-17(10)22)8-14-18(2)6-4-11-9-19(11,3)13(18)5-7-20(14,23)16(15)21/h11-14,16,21,23H,4-9H2,1-3H3/t11-,12-,13+,14+,16-,18-,19+,20+/m1/s1
• InChI Key: ZZRMOWIKHWOSFN-LAFNOEKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL484047
• (1S,2R,5R,7S,8R,11S,12R,17R)-11,12-dihydroxy-2,7,14-trimethyl-16-oxapentacyclo[9.7.0.02,8.05,7.013,17]octadec-13-en-15-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	+	0.5858	58.58%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7069	70.69%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8140	81.40%
P-glycoprotein substrate	-	0.7797	77.97%
CYP3A4 substrate	+	0.6711	67.11%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.6295	62.95%
CYP2C9 inhibition	-	0.7185	71.85%
CYP2C19 inhibition	-	0.6985	69.85%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.5424	54.24%
CYP2C8 inhibition	-	0.8567	85.67%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4654	46.54%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9484	94.84%
Skin irritation	+	0.6138	61.38%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5412	54.12%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	-	0.8256	82.56%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7581	75.81%
Acute Oral Toxicity (c)	IV	0.3213	32.13%
Estrogen receptor binding	+	0.9029	90.29%
Androgen receptor binding	+	0.6050	60.50%
Thyroid receptor binding	+	0.7762	77.62%
Glucocorticoid receptor binding	+	0.8882	88.82%
Aromatase binding	+	0.6892	68.92%
PPAR gamma	+	0.6455	64.55%
Honey bee toxicity	-	0.8598	85.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.50%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.90%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.32%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.00%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.35%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.18%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.06%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.30%	89.00%

Plants that contains it

• Suregada multiflora

Cross-Links

• PubChem: 10471965
• LOTUS: LTS0200328
• wikiData: Q105387006