2-(2-hydroxy-5-oxo-2H-furan-3-yl)-6a,7,10b-trimethyl-2,4a,5,6,10,10a-hexahydro-1H-benzo[f]isochromene-4,9-dione

Details

• Internal ID: bdac833e-19bb-44ae-b3cf-de45060aaa45
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 2-(2-hydroxy-5-oxo-2H-furan-3-yl)-6a,7,10b-trimethyl-2,4a,5,6,10,10a-hexahydro-1H-benzo[f]isochromene-4,9-dione
• InChI: InChI=1S/C20H24O6/c1-10-6-11(21)7-15-19(10,2)5-4-13-18(24)25-14(9-20(13,15)3)12-8-16(22)26-17(12)23/h6,8,13-15,17,23H,4-5,7,9H2,1-3H3
• InChI Key: ISKSLPVHTHRLNJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.06
• 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	+	0.9803	98.03%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8160	81.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8608	86.08%
OATP1B3 inhibitior	+	0.8792	87.92%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6801	68.01%
P-glycoprotein inhibitior	-	0.5183	51.83%
P-glycoprotein substrate	-	0.7902	79.02%
CYP3A4 substrate	+	0.6487	64.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	-	0.7917	79.17%
CYP2C9 inhibition	-	0.9367	93.67%
CYP2C19 inhibition	-	0.9505	95.05%
CYP2D6 inhibition	-	0.9671	96.71%
CYP1A2 inhibition	-	0.7115	71.15%
CYP2C8 inhibition	-	0.8149	81.49%
CYP inhibitory promiscuity	-	0.9319	93.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4704	47.04%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9373	93.73%
Skin irritation	+	0.5863	58.63%
Skin corrosion	-	0.8526	85.26%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6729	67.29%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8422	84.22%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6862	68.62%
Acute Oral Toxicity (c)	I	0.5832	58.32%
Estrogen receptor binding	+	0.8584	85.84%
Androgen receptor binding	+	0.7178	71.78%
Thyroid receptor binding	+	0.5464	54.64%
Glucocorticoid receptor binding	+	0.6977	69.77%
Aromatase binding	+	0.5837	58.37%
PPAR gamma	+	0.5390	53.90%
Honey bee toxicity	-	0.8709	87.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	95.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.54%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.66%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.84%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	88.34%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.84%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.57%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.55%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.98%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.85%	94.80%
CHEMBL1871	P10275	Androgen Receptor	82.31%	96.43%

Plants that contains it

• Gomphostemma microdon

Cross-Links

• PubChem: 162994453
• LOTUS: LTS0247117
• wikiData: Q105119604