[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5S,6R,8aS)-5,6,8a-trimethyl-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate

Details

• Internal ID: 539c5d16-6ed9-4124-9e51-916fa4ba0179
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5S,6R,8aS)-5,6,8a-trimethyl-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=CC(=O)OC3)CCC=C2C(=O)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O)C
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@@H]([C@@]1(C)CCC3=CC(=O)OC3)CCC=C2C(=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@](CO5)(CO)O)O)O)O)O)C
• InChI: InChI=1S/C31H46O13/c1-16-7-9-30(3)18(5-4-6-20(30)29(16,2)10-8-17-11-21(33)40-12-17)26(38)44-27-24(36)23(35)22(34)19(43-27)13-41-28-25(37)31(39,14-32)15-42-28/h5,11,16,19-20,22-25,27-28,32,34-37,39H,4,6-10,12-15H2,1-3H3/t16-,19-,20-,22-,23+,24-,25+,27+,28-,29+,30-,31-/m1/s1
• InChI Key: NNHGGCPMKXDOPF-WHMBLWHSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₆O₁₃
• Molecular Weight: 626.70 g/mol
• Exact Mass: 626.29384152 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7436	74.36%
Caco-2	-	0.8812	88.12%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	0.7250	72.50%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	+	0.7910	79.10%
P-glycoprotein inhibitior	+	0.6835	68.35%
P-glycoprotein substrate	+	0.5625	56.25%
CYP3A4 substrate	+	0.7248	72.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8916	89.16%
CYP3A4 inhibition	-	0.8590	85.90%
CYP2C9 inhibition	-	0.9107	91.07%
CYP2C19 inhibition	-	0.9338	93.38%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.9172	91.72%
CYP2C8 inhibition	+	0.7131	71.31%
CYP inhibitory promiscuity	-	0.9553	95.53%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5518	55.18%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9316	93.16%
Skin irritation	+	0.5495	54.95%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5949	59.49%
Human Ether-a-go-go-Related Gene inhibition	-	0.4002	40.02%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5780	57.80%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5698	56.98%
Acute Oral Toxicity (c)	I	0.6851	68.51%
Estrogen receptor binding	+	0.7645	76.45%
Androgen receptor binding	+	0.6858	68.58%
Thyroid receptor binding	-	0.5704	57.04%
Glucocorticoid receptor binding	+	0.6683	66.83%
Aromatase binding	+	0.7065	70.65%
PPAR gamma	+	0.5744	57.44%
Honey bee toxicity	-	0.6973	69.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9536	95.36%

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	99.40%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.47%	95.93%
CHEMBL2581	P07339	Cathepsin D	96.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.93%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.00%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.98%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.45%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.45%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.00%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.56%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.85%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.72%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.77%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	87.37%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.03%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.92%	97.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.16%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.44%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.11%	95.89%
CHEMBL5957	P21589	5'-nucleotidase	80.78%	97.78%

Plants that contains it

• Casearia sylvestris
• Hedyotis lawsoniae

Cross-Links

• PubChem: 44477937
• LOTUS: LTS0235774
• wikiData: Q105233294