[4-(acetyloxymethyl)-1-(3-methylpentanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-methylpentanoate

Details

• Internal ID: b514db8e-7518-4937-ae18-80eda1633e75
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: [4-(acetyloxymethyl)-1-(3-methylpentanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-methylpentanoate
• SMILES (Canonical): CCC(C)CC(=O)OC1C=C2C(C13CO3)C(OC=C2COC(=O)C)OC(=O)CC(C)CC
• SMILES (Isomeric): CCC(C)CC(=O)OC1C=C2C(C13CO3)C(OC=C2COC(=O)C)OC(=O)CC(C)CC
• InChI: InChI=1S/C24H34O8/c1-6-14(3)8-20(26)31-19-10-18-17(11-28-16(5)25)12-29-23(22(18)24(19)13-30-24)32-21(27)9-15(4)7-2/h10,12,14-15,19,22-23H,6-9,11,13H2,1-5H3
• InChI Key: SHHTYJYZTILDRK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₈
• Molecular Weight: 450.50 g/mol
• Exact Mass: 450.22536804 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	-	0.5938	59.38%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6327	63.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8263	82.63%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8697	86.97%
P-glycoprotein inhibitior	+	0.7691	76.91%
P-glycoprotein substrate	-	0.5689	56.89%
CYP3A4 substrate	+	0.6281	62.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.8601	86.01%
CYP2C9 inhibition	-	0.8650	86.50%
CYP2C19 inhibition	-	0.7769	77.69%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.7901	79.01%
CYP2C8 inhibition	-	0.5902	59.02%
CYP inhibitory promiscuity	-	0.7874	78.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5544	55.44%
Eye corrosion	-	0.9703	97.03%
Eye irritation	-	0.9284	92.84%
Skin irritation	-	0.6635	66.35%
Skin corrosion	-	0.9182	91.82%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5604	56.04%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.6555	65.55%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7001	70.01%
Acute Oral Toxicity (c)	III	0.5414	54.14%
Estrogen receptor binding	+	0.7128	71.28%
Androgen receptor binding	+	0.6412	64.12%
Thyroid receptor binding	-	0.5721	57.21%
Glucocorticoid receptor binding	+	0.8110	81.10%
Aromatase binding	+	0.6883	68.83%
PPAR gamma	+	0.5495	54.95%
Honey bee toxicity	-	0.8085	80.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8983	89.83%

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	96.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.51%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.76%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.56%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.24%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.99%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.59%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.75%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	80.58%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	80.14%	94.73%

Plants that contains it

• Valeriana capensis
• Valeriana jatamansi
• Valeriana prionophylla

Cross-Links

• PubChem: 162946776
• LOTUS: LTS0142601
• wikiData: Q104392684