2-[(6,6-Dimethyl-2-bicyclo[3.1.1]heptanyl)methoxy]-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: 9cc63512-66bf-46bb-99e7-5489196971e6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[(6,6-dimethyl-2-bicyclo[3.1.1]heptanyl)methoxy]-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC(C1C2)COC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)C
• SMILES (Isomeric): CC1(C2CCC(C1C2)COC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)C
• InChI: InChI=1S/C21H36O10/c1-21(2)10-4-3-9(11(21)5-10)6-28-20-18(27)16(25)15(24)13(31-20)8-30-19-17(26)14(23)12(22)7-29-19/h9-20,22-27H,3-8H2,1-2H3
• InChI Key: RHZLHMWVQHELOO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₁₀
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.23084734 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.66
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7133	71.33%
Caco-2	-	0.8326	83.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7581	75.81%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	+	0.9020	90.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.7505	75.05%
P-glycoprotein substrate	-	0.7481	74.81%
CYP3A4 substrate	+	0.6529	65.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.9770	97.70%
CYP2C9 inhibition	-	0.9007	90.07%
CYP2C19 inhibition	-	0.8864	88.64%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.9201	92.01%
CYP2C8 inhibition	-	0.6909	69.09%
CYP inhibitory promiscuity	-	0.9858	98.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6562	65.62%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9495	94.95%
Skin irritation	-	0.7899	78.99%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7367	73.67%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8880	88.80%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9022	90.22%
Acute Oral Toxicity (c)	III	0.4946	49.46%
Estrogen receptor binding	+	0.5772	57.72%
Androgen receptor binding	-	0.5877	58.77%
Thyroid receptor binding	+	0.5734	57.34%
Glucocorticoid receptor binding	+	0.5509	55.09%
Aromatase binding	+	0.6649	66.49%
PPAR gamma	-	0.5612	56.12%
Honey bee toxicity	-	0.7661	76.61%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7095	70.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.56%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.12%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.80%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	92.34%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.28%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.32%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.14%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.21%	96.61%
CHEMBL1871	P10275	Androgen Receptor	81.11%	96.43%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.44%	80.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.18%	100.00%
CHEMBL5957	P21589	5'-nucleotidase	80.07%	97.78%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 74081788
• LOTUS: LTS0041304
• wikiData: Q105236721