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

Details

• Internal ID: 1ebe4873-c079-4a3f-a4f5-89c78d4e0d7d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl (1S,4aS,6S,7R,7aS)-1,6-diacetyloxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CC1C(CC2C1C(OC=C2C(=O)OC)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C15H20O7/c1-7-12(21-8(2)16)5-10-11(14(18)19-4)6-20-15(13(7)10)22-9(3)17/h6-7,10,12-13,15H,5H2,1-4H3/t7-,10+,12-,13+,15-/m0/s1
• InChI Key: UJVSCOPJNGPMCR-GFFXGSQUSA-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	+	0.9871	98.71%
Caco-2	+	0.7716	77.16%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5602	56.02%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8040	80.40%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7225	72.25%
P-glycoprotein inhibitior	-	0.6393	63.93%
P-glycoprotein substrate	-	0.7727	77.27%
CYP3A4 substrate	+	0.5907	59.07%
CYP2C9 substrate	+	0.5942	59.42%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.8104	81.04%
CYP2C9 inhibition	-	0.9551	95.51%
CYP2C19 inhibition	-	0.8939	89.39%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.6628	66.28%
CYP2C8 inhibition	-	0.6347	63.47%
CYP inhibitory promiscuity	-	0.8184	81.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9238	92.38%
Carcinogenicity (trinary)	Non-required	0.6327	63.27%
Eye corrosion	-	0.9486	94.86%
Eye irritation	-	0.7362	73.62%
Skin irritation	-	0.6186	61.86%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7232	72.32%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5462	54.62%
skin sensitisation	-	0.7965	79.65%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5734	57.34%
Acute Oral Toxicity (c)	III	0.4095	40.95%
Estrogen receptor binding	+	0.6159	61.59%
Androgen receptor binding	-	0.5500	55.00%
Thyroid receptor binding	-	0.5500	55.00%
Glucocorticoid receptor binding	-	0.6427	64.27%
Aromatase binding	-	0.7825	78.25%
PPAR gamma	-	0.6484	64.84%
Honey bee toxicity	-	0.8677	86.77%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8370	83.70%

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	96.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.54%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.02%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.80%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.89%	97.09%
CHEMBL4208	P20618	Proteasome component C5	81.23%	90.00%

Plants that contains it

• Cordiera macrophylla

Cross-Links

• PubChem: 10064089
• LOTUS: LTS0097790
• wikiData: Q105274256