(2R,3R,4S,5S,6R)-6-[[(1R,4aS,7S,7aR)-4a,7-dihydroxy-7-methyl-1,5,6,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxymethyl]oxane-2,3,4,5-tetrol

Details

• Internal ID: cf66b0e6-9148-46c3-9c82-7621c27acc36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (2R,3R,4S,5S,6R)-6-[[(1R,4aS,7S,7aR)-4a,7-dihydroxy-7-methyl-1,5,6,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxymethyl]oxane-2,3,4,5-tetrol
• InChI: InChI=1S/C15H24O9/c1-14(20)2-3-15(21)4-5-22-13(11(14)15)23-6-7-8(16)9(17)10(18)12(19)24-7/h4-5,7-13,16-21H,2-3,6H2,1H3/t7-,8-,9+,10-,11-,12-,13+,14+,15+/m1/s1
• InChI Key: AODRCYJPIPPTOW-UETVFVEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₉
• Molecular Weight: 348.34 g/mol
• Exact Mass: 348.14203234 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -2.43
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6062	60.62%
Caco-2	-	0.8366	83.66%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6039	60.39%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9757	97.57%
P-glycoprotein inhibitior	-	0.8770	87.70%
P-glycoprotein substrate	-	0.8686	86.86%
CYP3A4 substrate	+	0.5986	59.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8374	83.74%
CYP3A4 inhibition	-	0.9281	92.81%
CYP2C9 inhibition	-	0.9159	91.59%
CYP2C19 inhibition	-	0.8865	88.65%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.8881	88.81%
CYP2C8 inhibition	-	0.7581	75.81%
CYP inhibitory promiscuity	-	0.9005	90.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5788	57.88%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9789	97.89%
Skin irritation	-	0.6304	63.04%
Skin corrosion	-	0.9193	91.93%
Ames mutagenesis	-	0.6240	62.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4274	42.74%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7559	75.59%
skin sensitisation	-	0.8948	89.48%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7764	77.64%
Acute Oral Toxicity (c)	III	0.3793	37.93%
Estrogen receptor binding	+	0.5902	59.02%
Androgen receptor binding	-	0.5830	58.30%
Thyroid receptor binding	+	0.6735	67.35%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6905	69.05%
PPAR gamma	+	0.6692	66.92%
Honey bee toxicity	-	0.8061	80.61%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7031	70.31%

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	96.71%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.21%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.27%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.44%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.42%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.97%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.45%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.99%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.76%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.37%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.09%	96.77%

Plants that contains it

• Galeopsis tetrahit

Cross-Links

• PubChem: 162976542
• LOTUS: LTS0178262
• wikiData: Q104915566