(2R,3R,4S,5S,6R)-2-[[(2S,3R,4aS,8R,8aR)-8-hydroxy-8a-methyl-5-methylidene-3-propan-2-yl-1,2,3,4,4a,6,7,8-octahydronaphthalen-2-yl]oxy]-6-[[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: 0d48b400-92f2-401d-a0b7-415206075f57
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2S,3R,4aS,8R,8aR)-8-hydroxy-8a-methyl-5-methylidene-3-propan-2-yl-1,2,3,4,4a,6,7,8-octahydronaphthalen-2-yl]oxy]-6-[[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC(C)C1CC2C(=C)CCC(C2(CC1OC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)C)O
• SMILES (Isomeric): CC(C)[C@H]1C[C@H]2C(=C)CC[C@H]([C@@]2(C[C@@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@@H]4[C@@H]([C@H]([C@H](CO4)O)O)O)O)O)O)C)O
• InChI: InChI=1S/C26H44O11/c1-11(2)13-7-14-12(3)5-6-18(28)26(14,4)8-16(13)36-25-23(33)21(31)20(30)17(37-25)10-35-24-22(32)19(29)15(27)9-34-24/h11,13-25,27-33H,3,5-10H2,1-2,4H3/t13-,14+,15+,16+,17-,18-,19+,20-,21+,22-,23-,24-,25-,26-/m1/s1
• InChI Key: SRVFVAOWBRZFDZ-BUZNDAHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₄O₁₁
• Molecular Weight: 532.60 g/mol
• Exact Mass: 532.28836222 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.97
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6708	67.08%
Caco-2	-	0.8560	85.60%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7294	72.94%
OATP2B1 inhibitior	-	0.7260	72.60%
OATP1B1 inhibitior	+	0.8922	89.22%
OATP1B3 inhibitior	+	0.7880	78.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8528	85.28%
P-glycoprotein inhibitior	-	0.6438	64.38%
P-glycoprotein substrate	-	0.6278	62.78%
CYP3A4 substrate	+	0.6854	68.54%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8179	81.79%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.8275	82.75%
CYP2C19 inhibition	-	0.8063	80.63%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.8608	86.08%
CYP2C8 inhibition	-	0.6382	63.82%
CYP inhibitory promiscuity	-	0.9571	95.71%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6755	67.55%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9398	93.98%
Skin irritation	-	0.6110	61.10%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3953	39.53%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8572	85.72%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9343	93.43%
Acute Oral Toxicity (c)	III	0.6072	60.72%
Estrogen receptor binding	+	0.5576	55.76%
Androgen receptor binding	+	0.5706	57.06%
Thyroid receptor binding	+	0.5179	51.79%
Glucocorticoid receptor binding	+	0.6425	64.25%
Aromatase binding	+	0.6809	68.09%
PPAR gamma	+	0.5864	58.64%
Honey bee toxicity	-	0.7413	74.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9733	97.33%

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	98.33%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.15%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.31%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.96%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.91%	85.14%
CHEMBL1871	P10275	Androgen Receptor	90.08%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.53%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	87.40%	90.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.23%	95.58%
CHEMBL2581	P07339	Cathepsin D	86.03%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.32%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.61%	92.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.12%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.12%	96.38%
CHEMBL1951	P21397	Monoamine oxidase A	83.58%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	82.77%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.19%	92.62%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.22%	80.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.21%	95.50%

Plants that contains it

• Pteris multifida

Cross-Links

• PubChem: 162986258
• LOTUS: LTS0129430
• wikiData: Q105259444