Theissenolactone B

Details

• Internal ID: 28b32af0-5fe6-483a-a357-42013e5710bc
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (2S,3S,7S,7aS)-3-hydroxy-7-methyl-2-[(E)-prop-1-enyl]-2,3,7,7a-tetrahydrofuro[3,4-b]pyran-5-one
• InChI: InChI=1S/C11H14O4/c1-3-4-9-8(12)5-7-10(15-9)6(2)14-11(7)13/h3-6,8-10,12H,1-2H3/b4-3+/t6-,8-,9-,10+/m0/s1
• InChI Key: UNUOWDGIBRAPFZ-ZVKNTUASSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23 g/mol
• Exact Mass: 210.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Theissenolactone B
• 684237-03-4
• (2S,3S,7S,7As)-3-hydroxy-7-methyl-2-[(E)-prop-1-enyl]-2,3,7,7a-tetrahydrofuro[3,4-b]pyran-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	-	0.6654	66.54%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7131	71.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8605	86.05%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9594	95.94%
P-glycoprotein inhibitior	-	0.9448	94.48%
P-glycoprotein substrate	-	0.9508	95.08%
CYP3A4 substrate	-	0.5741	57.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.7187	71.87%
CYP2C9 inhibition	-	0.9099	90.99%
CYP2C19 inhibition	-	0.8114	81.14%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	-	0.6845	68.45%
CYP2C8 inhibition	-	0.9537	95.37%
CYP inhibitory promiscuity	-	0.7798	77.98%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4424	44.24%
Eye corrosion	-	0.9074	90.74%
Eye irritation	-	0.9090	90.90%
Skin irritation	+	0.5538	55.38%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7309	73.09%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6337	63.37%
skin sensitisation	-	0.7433	74.33%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6867	68.67%
Acute Oral Toxicity (c)	II	0.3487	34.87%
Estrogen receptor binding	-	0.7899	78.99%
Androgen receptor binding	-	0.6833	68.33%
Thyroid receptor binding	-	0.6302	63.02%
Glucocorticoid receptor binding	-	0.6930	69.30%
Aromatase binding	-	0.8458	84.58%
PPAR gamma	-	0.7631	76.31%
Honey bee toxicity	-	0.8508	85.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7757	77.57%

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	94.36%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.10%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.50%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.78%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.50%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.28%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.85%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	82.25%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	80.06%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11148495
• LOTUS: LTS0015894
• wikiData: Q77516873