(1S,2R,5S,6S,7R,8R,11S)-7,11-dihydroxy-6-methyl-11-propan-2-yl-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: 5db9d4ee-44ae-424c-b7c9-c9169804c27b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (1S,2R,5S,6S,7R,8R,11S)-7,11-dihydroxy-6-methyl-11-propan-2-yl-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): CC(C)C1(C2C3CCC(C3(C(C1OC2=O)O)C)COC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): CC(C)[C@@]1([C@@H]2[C@H]3CC[C@@H]([C@]3([C@H]([C@H]1OC2=O)O)C)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C21H34O10/c1-8(2)21(28)12-10-5-4-9(20(10,3)16(26)17(21)31-18(12)27)7-29-19-15(25)14(24)13(23)11(6-22)30-19/h8-17,19,22-26,28H,4-7H2,1-3H3/t9-,10-,11-,12-,13-,14+,15-,16+,17-,19-,20-,21+/m1/s1
• InChI Key: WMRFBRVGDTWJAV-STRCJYIHSA-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: -0.80
• 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	-	0.8476	84.76%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9065	90.65%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9535	95.35%
P-glycoprotein inhibitior	-	0.7749	77.49%
P-glycoprotein substrate	-	0.7613	76.13%
CYP3A4 substrate	+	0.6559	65.59%
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	-	0.8088	80.88%
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	-	0.9591	95.91%
Skin irritation	-	0.7494	74.94%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.6664	66.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5853	58.53%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7157	71.57%
skin sensitisation	-	0.9181	91.81%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7074	70.74%
Acute Oral Toxicity (c)	I	0.4500	45.00%
Estrogen receptor binding	+	0.6220	62.20%
Androgen receptor binding	+	0.5856	58.56%
Thyroid receptor binding	+	0.5585	55.85%
Glucocorticoid receptor binding	-	0.5297	52.97%
Aromatase binding	+	0.6142	61.42%
PPAR gamma	-	0.5366	53.66%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
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	97.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.51%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.44%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.18%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.63%	93.04%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.14%	96.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.10%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.94%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.35%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.28%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.84%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.84%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.00%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.97%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	83.94%	92.50%
CHEMBL1937	Q92769	Histone deacetylase 2	83.77%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.29%	95.93%
CHEMBL1871	P10275	Androgen Receptor	80.94%	96.43%
CHEMBL3524	P56524	Histone deacetylase 4	80.69%	92.97%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.65%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.31%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.22%	96.00%

Plants that contains it

• Corydalis conspersa
• Dendrobium nobile
• Gynochthodes parvifolia
• Ligustrum ovalifolium
• Mespilus germanica
• Mikania luetzelburgii
• Pittosporum brevicalyx
• Sideritis grandiflora
• Solanum euacanthum
• Ungernia victoris

Cross-Links

• PubChem: 10993984
• NPASS: NPC44816
• LOTUS: LTS0083372
• wikiData: Q105308793