(4aR,6aR,10aS,10bS)-2-(furan-3-yl)-6a,9-dihydroxy-10b-methyl-4,6-dioxo-2,4a,5,7,8,9,10,10a-octahydro-1H-benzo[f]isochromene-7-carboxylic acid

Details

• Internal ID: 953a61b0-b75b-4953-a328-3b9b17d236fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4aR,6aR,10aS,10bS)-2-(furan-3-yl)-6a,9-dihydroxy-10b-methyl-4,6-dioxo-2,4a,5,7,8,9,10,10a-octahydro-1H-benzo[f]isochromene-7-carboxylic acid
• InChI: InChI=1S/C19H22O8/c1-18-7-13(9-2-3-26-8-9)27-17(24)12(18)6-15(21)19(25)11(16(22)23)4-10(20)5-14(18)19/h2-3,8,10-14,20,25H,4-7H2,1H3,(H,22,23)/t10?,11?,12-,13?,14-,18+,19-/m0/s1
• InChI Key: VFBSFVHKKKXNHM-CZCMWNFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₈
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.13146766 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9353	93.53%
Caco-2	-	0.7535	75.35%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7245	72.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7536	75.36%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8291	82.91%
P-glycoprotein inhibitior	-	0.8348	83.48%
P-glycoprotein substrate	-	0.6576	65.76%
CYP3A4 substrate	+	0.6225	62.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8393	83.93%
CYP3A4 inhibition	-	0.7966	79.66%
CYP2C9 inhibition	-	0.9075	90.75%
CYP2C19 inhibition	-	0.9179	91.79%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.9243	92.43%
CYP2C8 inhibition	-	0.7165	71.65%
CYP inhibitory promiscuity	-	0.9710	97.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4826	48.26%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9429	94.29%
Skin irritation	-	0.6498	64.98%
Skin corrosion	-	0.8997	89.97%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7633	76.33%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.7801	78.01%
skin sensitisation	-	0.8918	89.18%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5677	56.77%
Acute Oral Toxicity (c)	I	0.4182	41.82%
Estrogen receptor binding	+	0.8325	83.25%
Androgen receptor binding	+	0.7200	72.00%
Thyroid receptor binding	-	0.5560	55.60%
Glucocorticoid receptor binding	+	0.8172	81.72%
Aromatase binding	+	0.6287	62.87%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8825	88.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9741	97.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.79%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.57%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.70%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.82%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.79%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.98%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	85.22%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.44%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.03%	91.19%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.87%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.69%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.47%	100.00%

Plants that contains it

• Dioscorea bulbifera

Cross-Links

• PubChem: 138114034
• LOTUS: LTS0159390
• wikiData: Q105285065