methyl (1S,4aS,5R,7S,7aR)-1,5-diacetyloxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: b386c65f-286a-44fd-97f5-9cad934e83cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl (1S,4aS,5R,7S,7aR)-1,5-diacetyloxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C15H20O7/c1-7-5-11(21-8(2)16)13-10(14(18)19-4)6-20-15(12(7)13)22-9(3)17/h6-7,11-13,15H,5H2,1-4H3/t7-,11+,12+,13-,15-/m0/s1
• InChI Key: MVLUZZJQQKGNMJ-VUOWJXOESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₇
• Molecular Weight: 312.31 g/mol
• Exact Mass: 312.12090297 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	+	0.7691	76.91%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5490	54.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7162	71.62%
P-glycoprotein inhibitior	-	0.6489	64.89%
P-glycoprotein substrate	-	0.7331	73.31%
CYP3A4 substrate	+	0.5827	58.27%
CYP2C9 substrate	+	0.5942	59.42%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.7200	72.00%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.8441	84.41%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.6932	69.32%
CYP2C8 inhibition	-	0.7438	74.38%
CYP inhibitory promiscuity	-	0.8153	81.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8932	89.32%
Carcinogenicity (trinary)	Non-required	0.5844	58.44%
Eye corrosion	-	0.9208	92.08%
Eye irritation	-	0.6772	67.72%
Skin irritation	-	0.7080	70.80%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7149	71.49%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6034	60.34%
skin sensitisation	-	0.7457	74.57%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7421	74.21%
Acute Oral Toxicity (c)	III	0.4158	41.58%
Estrogen receptor binding	+	0.5801	58.01%
Androgen receptor binding	-	0.5068	50.68%
Thyroid receptor binding	-	0.5964	59.64%
Glucocorticoid receptor binding	-	0.5500	55.00%
Aromatase binding	-	0.7756	77.56%
PPAR gamma	-	0.6889	68.89%
Honey bee toxicity	-	0.8364	83.64%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7521	75.21%

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	95.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.82%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.54%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.81%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.21%	94.80%
CHEMBL5028	O14672	ADAM10	81.99%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.39%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.83%	99.17%

Plants that contains it

• Cordiera macrophylla

Cross-Links

• PubChem: 11723018
• LOTUS: LTS0269257
• wikiData: Q105173138