(1S,2R,5S,6S,7R,8S,11R)-7-hydroxy-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: 7b378a5c-f836-485d-b8f4-d6443497b194
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (1S,2R,5S,6S,7R,8S,11R)-7-hydroxy-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)C1C2C3CCC(C3(C(C1OC2=O)O)C)COC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC(C)[C@@H]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
• InChI: InChI=1S/C21H34O9/c1-8(2)12-13-10-5-4-9(21(10,3)18(26)17(12)30-19(13)27)7-28-20-16(25)15(24)14(23)11(6-22)29-20/h8-18,20,22-26H,4-7H2,1-3H3/t9-,10-,11-,12-,13+,14-,15+,16-,17+,18+,20-,21-/m1/s1
• InChI Key: JEPAHIDPGWPTQK-ZJJYOVSKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₉
• Molecular Weight: 430.50 g/mol
• Exact Mass: 430.22028266 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.98
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• 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	-	0.8545	85.45%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	0.7223	72.23%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9437	94.37%
P-glycoprotein inhibitior	-	0.8022	80.22%
P-glycoprotein substrate	-	0.7507	75.07%
CYP3A4 substrate	+	0.6401	64.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
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	-	0.8062	80.62%
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	-	0.9696	96.96%
Skin irritation	-	0.7494	74.94%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.6918	69.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.6181	61.81%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9181	91.81%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6022	60.22%
Acute Oral Toxicity (c)	I	0.4500	45.00%
Estrogen receptor binding	+	0.5357	53.57%
Androgen receptor binding	+	0.5446	54.46%
Thyroid receptor binding	+	0.5768	57.68%
Glucocorticoid receptor binding	-	0.5367	53.67%
Aromatase binding	+	0.5903	59.03%
PPAR gamma	-	0.5790	57.90%
Honey bee toxicity	-	0.7976	79.76%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
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	96.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.97%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.12%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.10%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.09%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.84%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.22%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.01%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.70%	96.47%
CHEMBL1871	P10275	Androgen Receptor	88.62%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.29%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.96%	85.14%
CHEMBL4072	P07858	Cathepsin B	85.60%	93.67%
CHEMBL5255	O00206	Toll-like receptor 4	85.58%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	85.08%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	84.47%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.14%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.05%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.10%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.03%	96.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.86%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.44%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.11%	94.00%

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: 11732737
• NPASS: NPC284607
• LOTUS: LTS0038503
• wikiData: Q105126308