[4-(acetyloxymethyl)-6,7-dihydroxy-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-7-yl]methyl 3-methylbutanoate

Details

• Internal ID: b380aa56-1dae-46fa-9dbd-abf5f0543601
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: [4-(acetyloxymethyl)-6,7-dihydroxy-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-7-yl]methyl 3-methylbutanoate
• InChI: InChI=1S/C22H32O9/c1-12(2)6-18(25)30-11-22(27)17(24)8-16-15(9-28-14(5)23)10-29-21(20(16)22)31-19(26)7-13(3)4/h8,10,12-13,17,20-21,24,27H,6-7,9,11H2,1-5H3
• InChI Key: OEAZFPVJNXNHSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₉
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.20463259 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9599	95.99%
Caco-2	-	0.7004	70.04%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8426	84.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8193	81.93%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6090	60.90%
P-glycoprotein inhibitior	+	0.6009	60.09%
P-glycoprotein substrate	-	0.5648	56.48%
CYP3A4 substrate	+	0.6417	64.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.9073	90.73%
CYP2C9 inhibition	-	0.8236	82.36%
CYP2C19 inhibition	-	0.8497	84.97%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.8021	80.21%
CYP2C8 inhibition	-	0.6402	64.02%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5993	59.93%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.6594	65.94%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6665	66.65%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8041	80.41%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6216	62.16%
Acute Oral Toxicity (c)	III	0.5579	55.79%
Estrogen receptor binding	+	0.6075	60.75%
Androgen receptor binding	+	0.5782	57.82%
Thyroid receptor binding	-	0.5807	58.07%
Glucocorticoid receptor binding	+	0.7483	74.83%
Aromatase binding	+	0.5412	54.12%
PPAR gamma	-	0.5199	51.99%
Honey bee toxicity	-	0.7421	74.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9631	96.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.73%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.64%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.28%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.79%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.02%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.73%	95.89%

Plants that contains it

• Valeriana jatamansi

Cross-Links

• PubChem: 56657266
• LOTUS: LTS0145707
• wikiData: Q105190152