(2R,3R,4S,5S,6R)-2-[[(1R,2S,4aR,5R,8aR)-5,8a-dihydroxy-1,4a-dimethyl-7-propan-2-yl-1,2,3,4,5,6-hexahydronaphthalen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: bc9c71d3-7f02-4e50-b013-69e69aeeadca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,2S,4aR,5R,8aR)-5,8a-dihydroxy-1,4a-dimethyl-7-propan-2-yl-1,2,3,4,5,6-hexahydronaphthalen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(CCC2(C1(C=C(CC2O)C(C)C)O)C)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](CC[C@]2([C@]1(C=C(C[C@H]2O)C(C)C)O)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C21H36O8/c1-10(2)12-7-15(23)20(4)6-5-13(11(3)21(20,27)8-12)28-19-18(26)17(25)16(24)14(9-22)29-19/h8,10-11,13-19,22-27H,5-7,9H2,1-4H3/t11-,13+,14-,15-,16-,17+,18-,19-,20-,21-/m1/s1
• InChI Key: LWQGZMAYUVBAKT-PDGVCCIASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₈
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.24101810 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.31
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7774	77.74%
Caco-2	-	0.7929	79.29%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7586	75.86%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	-	0.2375	23.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6292	62.92%
BSEP inhibitior	-	0.9368	93.68%
P-glycoprotein inhibitior	-	0.7677	76.77%
P-glycoprotein substrate	-	0.7714	77.14%
CYP3A4 substrate	+	0.6404	64.04%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.8397	83.97%
CYP2C9 inhibition	-	0.8101	81.01%
CYP2C19 inhibition	-	0.8398	83.98%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.7856	78.56%
CYP2C8 inhibition	-	0.7130	71.30%
CYP inhibitory promiscuity	-	0.9194	91.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7314	73.14%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9732	97.32%
Skin irritation	-	0.6174	61.74%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7624	76.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8810	88.10%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7056	70.56%
Acute Oral Toxicity (c)	III	0.6520	65.20%
Estrogen receptor binding	+	0.5961	59.61%
Androgen receptor binding	+	0.6070	60.70%
Thyroid receptor binding	+	0.6451	64.51%
Glucocorticoid receptor binding	+	0.6328	63.28%
Aromatase binding	+	0.7122	71.22%
PPAR gamma	+	0.5310	53.10%
Honey bee toxicity	-	0.8149	81.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9375	93.75%

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	98.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.26%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.28%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.83%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.99%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.93%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.46%	86.33%

Plants that contains it

• Erigeron breviscapus

Cross-Links

• PubChem: 163026191
• LOTUS: LTS0133584
• wikiData: Q105158506