[(Z,6S,7S)-8-[(2R)-4-[(Z)-5-acetyloxy-4-methylpent-3-enyl]-5-oxo-2H-furan-2-yl]-6,7-dihydroxy-3,7-dimethyloct-2-enyl] acetate

Details

• Internal ID: 2216583e-f98d-40cd-b600-6e8b3a2e3ed1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(Z,6S,7S)-8-[(2R)-4-[(Z)-5-acetyloxy-4-methylpent-3-enyl]-5-oxo-2H-furan-2-yl]-6,7-dihydroxy-3,7-dimethyloct-2-enyl] acetate
• InChI: InChI=1S/C24H36O8/c1-16(11-12-30-18(3)25)9-10-22(27)24(5,29)14-21-13-20(23(28)32-21)8-6-7-17(2)15-31-19(4)26/h7,11,13,21-22,27,29H,6,8-10,12,14-15H2,1-5H3/b16-11-,17-7-/t21-,22-,24-/m0/s1
• InChI Key: PYHNWCDPXQSNQA-PLBQDBAHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₈
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.24101810 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8538	85.38%
Caco-2	-	0.6968	69.68%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8348	83.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7021	70.21%
BSEP inhibitior	+	0.9150	91.50%
P-glycoprotein inhibitior	+	0.7014	70.14%
P-glycoprotein substrate	-	0.6012	60.12%
CYP3A4 substrate	+	0.6447	64.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8992	89.92%
CYP3A4 inhibition	-	0.7911	79.11%
CYP2C9 inhibition	-	0.7728	77.28%
CYP2C19 inhibition	-	0.7822	78.22%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	-	0.7402	74.02%
CYP2C8 inhibition	-	0.6227	62.27%
CYP inhibitory promiscuity	-	0.9666	96.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6005	60.05%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9350	93.50%
Skin irritation	-	0.5250	52.50%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5806	58.06%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.9168	91.68%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5589	55.89%
Acute Oral Toxicity (c)	III	0.4155	41.55%
Estrogen receptor binding	-	0.4855	48.55%
Androgen receptor binding	-	0.5065	50.65%
Thyroid receptor binding	-	0.5812	58.12%
Glucocorticoid receptor binding	+	0.6422	64.22%
Aromatase binding	+	0.5985	59.85%
PPAR gamma	+	0.5610	56.10%
Honey bee toxicity	-	0.7083	70.83%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9632	96.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.14%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.44%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.17%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	95.15%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.10%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.08%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.01%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.69%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.70%	99.23%

Plants that contains it

• Melampodium leucanthum

Cross-Links

• PubChem: 163195386
• LOTUS: LTS0263344
• wikiData: Q105216591