(1S,4aS,6S,7R,7aR)-6-hydroxy-7-methyl-1-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	842915b3-131f-4bb6-87d1-b6fd21a2232b
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name	(1S,4aS,6S,7R,7aR)-6-hydroxy-7-methyl-1-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
SMILES (Canonical)	CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric)	C[C@H]1[C@H](C[C@H]2[C@H]1[C@@H](OC=C2C(=O)O)OC3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChI	InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10-,11+,12-,13-,15-,16?/m0/s1
InChI Key	JNNGEAWILNVFFD-VFLVOCKCSA-N
Popularity	0 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₆H₂₄O₁₀
Molecular Weight	376.36 g/mol
Exact Mass	376.13694696 g/mol
Topological Polar Surface Area (TPSA)	166.00 Å²
XlogP	-1.70
Atomic LogP (AlogP)	-2.24
H-Bond Acceptor	9
H-Bond Donor	6
Rotatable Bonds	4

Synonyms

Top

There are no found synonyms.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7275	72.75%
Caco-2	-	0.8903	89.03%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6384	63.84%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	-	0.7737	77.37%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9340	93.40%
P-glycoprotein inhibitior	-	0.9070	90.70%
P-glycoprotein substrate	-	0.8694	86.94%
CYP3A4 substrate	+	0.5444	54.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.9398	93.98%
CYP2C9 inhibition	-	0.9222	92.22%
CYP2C19 inhibition	-	0.9125	91.25%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	-	0.8383	83.83%
CYP2C8 inhibition	-	0.7895	78.95%
CYP inhibitory promiscuity	-	0.8323	83.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7232	72.32%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9601	96.01%
Skin irritation	-	0.7151	71.51%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.5747	57.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.5798	57.98%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7714	77.14%
skin sensitisation	-	0.8822	88.22%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7727	77.27%
Acute Oral Toxicity (c)	III	0.4815	48.15%
Estrogen receptor binding	+	0.5361	53.61%
Androgen receptor binding	-	0.5663	56.63%
Thyroid receptor binding	+	0.5505	55.05%
Glucocorticoid receptor binding	-	0.5314	53.14%
Aromatase binding	+	0.5568	55.68%
PPAR gamma	-	0.4837	48.37%
Honey bee toxicity	-	0.8879	88.79%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.6666	66.66%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	96.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.68%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.70%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.70%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.59%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.44%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.49%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.22%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.90%	97.25%
CHEMBL2581	P07339	Cathepsin D	83.57%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.62%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.57%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.48%	95.56%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.16%	95.71%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.