(1S,2S,5S,6R,7R,8S,11R)-7-hydroxy-11-(2-hydroxypropan-2-yl)-6-methyl-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-9-oxatricyclo[6.2.1.02,6]undecan-10-one

Details

• Internal ID: 8ff0532c-8d3f-48d0-99fb-e855e6c9afd2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (1S,2S,5S,6R,7R,8S,11R)-7-hydroxy-11-(2-hydroxypropan-2-yl)-6-methyl-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-9-oxatricyclo[6.2.1.02,6]undecan-10-one
• SMILES (Canonical): CC12C(CCC1C3C(C(C2O)OC3=O)C(C)(C)O)COC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C[C@]12[C@H](CC[C@H]1[C@H]3[C@H]([C@@H]([C@@H]2O)OC3=O)C(C)(C)O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C21H34O10/c1-20(2,28)12-11-9-5-4-8(21(9,3)17(26)16(12)31-18(11)27)7-29-19-15(25)14(24)13(23)10(6-22)30-19/h8-17,19,22-26,28H,4-7H2,1-3H3/t8-,9+,10-,11+,12-,13-,14+,15-,16+,17+,19-,21+/m1/s1
• InChI Key: QYQKFNGMKVSCEB-UWZVXLKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₁₀
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.21519728 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.86
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4854	48.54%
Caco-2	-	0.8582	85.82%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9304	93.04%
P-glycoprotein inhibitior	-	0.7557	75.57%
P-glycoprotein substrate	-	0.7794	77.94%
CYP3A4 substrate	+	0.6740	67.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.9730	97.30%
CYP2C9 inhibition	-	0.8641	86.41%
CYP2C19 inhibition	-	0.8440	84.40%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.9072	90.72%
CYP2C8 inhibition	-	0.6795	67.95%
CYP inhibitory promiscuity	-	0.9463	94.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6729	67.29%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9687	96.87%
Skin irritation	-	0.7494	74.94%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5832	58.32%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9181	91.81%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4925	49.25%
Acute Oral Toxicity (c)	I	0.4500	45.00%
Estrogen receptor binding	+	0.5396	53.96%
Androgen receptor binding	+	0.5578	55.78%
Thyroid receptor binding	+	0.5725	57.25%
Glucocorticoid receptor binding	-	0.5294	52.94%
Aromatase binding	+	0.6338	63.38%
PPAR gamma	-	0.5484	54.84%
Honey bee toxicity	-	0.8029	80.29%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8393	83.93%

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	98.11%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.47%	97.25%
CHEMBL220	P22303	Acetylcholinesterase	94.77%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.04%	85.14%
CHEMBL1871	P10275	Androgen Receptor	89.55%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.33%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.08%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.63%	94.73%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.37%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.36%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.03%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	86.43%	83.82%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.27%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.12%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.81%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.64%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.48%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.65%	97.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.52%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.14%	97.14%
CHEMBL2581	P07339	Cathepsin D	81.72%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.79%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.66%	100.00%

Plants that contains it

• Dendrobium moniliforme

Cross-Links

• PubChem: 162973922
• LOTUS: LTS0030499
• wikiData: Q105230334