[(1S,6S,7R,7aS)-4-(acetyloxymethyl)-1-(3-acetyloxy-3-methylbutanoyl)oxyspiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-acetyloxy-3-methylbutanoate

Details

• Internal ID: dcf50055-03a2-45d9-bfab-e8d81f0ab5a0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,6S,7R,7aS)-4-(acetyloxymethyl)-1-(3-acetyloxy-3-methylbutanoyl)oxyspiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-acetyloxy-3-methylbutanoate
• InChI: InChI=1S/C26H34O12/c1-14(27)32-11-17-12-33-23(36-21(31)10-25(6,7)38-16(3)29)22-18(17)8-19(26(22)13-34-26)35-20(30)9-24(4,5)37-15(2)28/h8,12,19,22-23H,9-11,13H2,1-7H3/t19-,22+,23-,26+/m0/s1
• InChI Key: QNDLGCSMZUBKMI-ASTYLPHCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₂
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.20502652 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 12
• 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	+	0.9748	97.48%
Caco-2	-	0.7422	74.22%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7184	71.84%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8446	84.46%
OATP1B3 inhibitior	+	0.9024	90.24%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9755	97.55%
P-glycoprotein inhibitior	+	0.8520	85.20%
P-glycoprotein substrate	-	0.5682	56.82%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.8907	89.07%
CYP2C9 inhibition	-	0.8048	80.48%
CYP2C19 inhibition	-	0.7660	76.60%
CYP2D6 inhibition	-	0.9095	90.95%
CYP1A2 inhibition	-	0.7995	79.95%
CYP2C8 inhibition	+	0.5451	54.51%
CYP inhibitory promiscuity	-	0.8603	86.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5377	53.77%
Eye corrosion	-	0.9741	97.41%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.6930	69.30%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5234	52.34%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5459	54.59%
skin sensitisation	-	0.6124	61.24%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6918	69.18%
Acute Oral Toxicity (c)	III	0.5212	52.12%
Estrogen receptor binding	+	0.7779	77.79%
Androgen receptor binding	+	0.6151	61.51%
Thyroid receptor binding	+	0.6146	61.46%
Glucocorticoid receptor binding	+	0.8279	82.79%
Aromatase binding	+	0.6815	68.15%
PPAR gamma	+	0.6800	68.00%
Honey bee toxicity	-	0.7493	74.93%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9022	90.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.93%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.18%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.14%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.92%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.12%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.51%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.27%	89.34%

Plants that contains it

• Valeriana pulvinata

Cross-Links

• PubChem: 162879626
• LOTUS: LTS0239178
• wikiData: Q105224341