Gyrosanolide D

Details

• Internal ID: 55f5e743-dc16-4916-ba62-e29f404b6eb6
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4S,8R,10E,13R)-8-hydroxy-11-methyl-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),10-diene-6,9,15-trione
• InChI: InChI=1S/C19H24O5/c1-11(2)13-4-5-14-9-16(24-19(14)23)6-12(3)7-17(21)18(22)10-15(20)8-13/h7,9,13,16,18,22H,1,4-6,8,10H2,2-3H3/b12-7+/t13-,16+,18+/m0/s1
• InChI Key: NKBOMIIKMNCYIQ-XOYNJCORSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL1094550

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	+	0.5165	51.65%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6859	68.59%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8067	80.67%
P-glycoprotein inhibitior	-	0.8161	81.61%
P-glycoprotein substrate	-	0.8098	80.98%
CYP3A4 substrate	+	0.5653	56.53%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8941	89.41%
CYP3A4 inhibition	-	0.7167	71.67%
CYP2C9 inhibition	-	0.8921	89.21%
CYP2C19 inhibition	-	0.8529	85.29%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	+	0.6082	60.82%
CYP2C8 inhibition	-	0.7575	75.75%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5812	58.12%
Eye corrosion	-	0.9675	96.75%
Eye irritation	-	0.7172	71.72%
Skin irritation	+	0.5893	58.93%
Skin corrosion	-	0.9000	90.00%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3848	38.48%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5810	58.10%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6479	64.79%
Acute Oral Toxicity (c)	III	0.3659	36.59%
Estrogen receptor binding	-	0.5387	53.87%
Androgen receptor binding	-	0.4882	48.82%
Thyroid receptor binding	-	0.6464	64.64%
Glucocorticoid receptor binding	+	0.7320	73.20%
Aromatase binding	-	0.7484	74.84%
PPAR gamma	-	0.5065	50.65%
Honey bee toxicity	-	0.7868	78.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9857	98.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.41%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.18%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.45%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.83%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.16%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.74%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.27%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.73%	100.00%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 46888447
• LOTUS: LTS0260243
• wikiData: Q104918048