[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (1R,4aS,5R,8aS)-5-[2-(furan-3-yl)-2-oxoethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

Details

• Internal ID: 759d61e1-78d7-4305-93c6-ed7617b39df6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (1R,4aS,5R,8aS)-5-[2-(furan-3-yl)-2-oxoethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
• SMILES (Canonical): CC12CCCC(C1CCC(=C)C2CC(=O)C3=COC=C3)(C)C(=O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1CCC(=C)[C@H]2CC(=O)C3=COC=C3)(C)C(=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C32H46O14/c1-15-5-6-21-31(2,17(15)11-18(35)16-7-10-42-14-16)8-4-9-32(21,3)30(41)46-29-27(25(39)23(37)20(13-34)44-29)45-28-26(40)24(38)22(36)19(12-33)43-28/h7,10,14,17,19-29,33-34,36-40H,1,4-6,8-9,11-13H2,2-3H3/t17-,19-,20-,21+,22-,23-,24+,25+,26-,27-,28+,29+,31+,32-/m1/s1
• InChI Key: PKSIMYZPVVVCPE-WRGCEJJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₁₄
• Molecular Weight: 654.70 g/mol
• Exact Mass: 654.28875614 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7201	72.01%
Caco-2	-	0.8759	87.59%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8311	83.11%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.7402	74.02%
OATP1B3 inhibitior	+	0.8964	89.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.6753	67.53%
P-glycoprotein inhibitior	+	0.6542	65.42%
P-glycoprotein substrate	-	0.6227	62.27%
CYP3A4 substrate	+	0.7034	70.34%
CYP2C9 substrate	-	0.8023	80.23%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.7798	77.98%
CYP2C9 inhibition	-	0.8788	87.88%
CYP2C19 inhibition	-	0.8691	86.91%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.8348	83.48%
CYP2C8 inhibition	+	0.6235	62.35%
CYP inhibitory promiscuity	-	0.8731	87.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6158	61.58%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9292	92.92%
Skin irritation	-	0.5933	59.33%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8381	83.81%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7777	77.77%
skin sensitisation	-	0.9011	90.11%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8188	81.88%
Acute Oral Toxicity (c)	I	0.5237	52.37%
Estrogen receptor binding	+	0.8218	82.18%
Androgen receptor binding	+	0.6890	68.90%
Thyroid receptor binding	-	0.5797	57.97%
Glucocorticoid receptor binding	+	0.6729	67.29%
Aromatase binding	+	0.6846	68.46%
PPAR gamma	+	0.7239	72.39%
Honey bee toxicity	-	0.7472	74.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	97.83%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.61%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.51%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.11%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.47%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.89%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.53%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.61%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.66%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.05%	91.24%
CHEMBL5028	O14672	ADAM10	82.83%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.82%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.24%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	81.76%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.68%	95.50%

Plants that contains it

• Stuckenia pectinata

Cross-Links

• PubChem: 101355746
• LOTUS: LTS0008977
• wikiData: Q105210599