methyl (1R,4R,4aS,5R,7S,7aS)-1,5,7-trihydroxy-7-methyl-3,4,4a,5,6,7a-hexahydro-1H-cyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 6ddd8f15-3627-4ef3-b4b6-32130e488e1d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl (1R,4R,4aS,5R,7S,7aS)-1,5,7-trihydroxy-7-methyl-3,4,4a,5,6,7a-hexahydro-1H-cyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C11H18O6/c1-11(15)3-6(12)7-5(9(13)16-2)4-17-10(14)8(7)11/h5-8,10,12,14-15H,3-4H2,1-2H3/t5-,6+,7-,8+,10+,11-/m0/s1
• InChI Key: NLKBOVSOZQNIHR-XGAMTPOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₆
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.11033829 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8463	84.63%
Caco-2	-	0.6854	68.54%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5749	57.49%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9458	94.58%
P-glycoprotein inhibitior	-	0.9485	94.85%
P-glycoprotein substrate	-	0.8251	82.51%
CYP3A4 substrate	+	0.6344	63.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.8964	89.64%
CYP2C9 inhibition	-	0.8883	88.83%
CYP2C19 inhibition	-	0.8960	89.60%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.7895	78.95%
CYP2C8 inhibition	-	0.8788	87.88%
CYP inhibitory promiscuity	-	0.9664	96.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6420	64.20%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.9525	95.25%
Skin irritation	-	0.7984	79.84%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6059	60.59%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7426	74.26%
skin sensitisation	-	0.8839	88.39%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4792	47.92%
Acute Oral Toxicity (c)	III	0.4783	47.83%
Estrogen receptor binding	-	0.5114	51.14%
Androgen receptor binding	-	0.5361	53.61%
Thyroid receptor binding	+	0.5516	55.16%
Glucocorticoid receptor binding	-	0.7071	70.71%
Aromatase binding	-	0.8719	87.19%
PPAR gamma	-	0.7224	72.24%
Honey bee toxicity	-	0.6672	66.72%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.6997	69.97%

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	96.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.26%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.25%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	87.72%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.48%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.31%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.82%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.24%	94.33%

Plants that contains it

• Scyphiphora hydrophylacea

Cross-Links

• PubChem: 162937696
• LOTUS: LTS0262617
• wikiData: Q105181384