2-(hydroxymethyl)-6-[(1,6,7-trihydroxy-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,8,8a-hexahydro-2H-naphthalen-2-yl)oxy]oxane-3,4,5-triol

Details

• Internal ID: 9a575d55-e488-40e1-b68e-6290dabe8579
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-[(1,6,7-trihydroxy-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,8,8a-hexahydro-2H-naphthalen-2-yl)oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(=C)C1(CC2C(CCC(C2(C)O)OC3C(C(C(C(O3)CO)O)O)O)(CC1O)C)O
• SMILES (Isomeric): CC(=C)C1(CC2C(CCC(C2(C)O)OC3C(C(C(C(O3)CO)O)O)O)(CC1O)C)O
• InChI: InChI=1S/C21H36O9/c1-10(2)21(28)7-12-19(3,8-13(21)23)6-5-14(20(12,4)27)30-18-17(26)16(25)15(24)11(9-22)29-18/h11-18,22-28H,1,5-9H2,2-4H3
• InChI Key: FMXCNUKZRDKTRG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₉
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.23593272 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7005	70.05%
Caco-2	-	0.7693	76.93%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6466	64.66%
OATP2B1 inhibitior	-	0.7231	72.31%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.8437	84.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	-	0.7905	79.05%
P-glycoprotein inhibitior	-	0.7865	78.65%
P-glycoprotein substrate	-	0.8506	85.06%
CYP3A4 substrate	+	0.6715	67.15%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.7656	76.56%
CYP2C9 inhibition	-	0.8550	85.50%
CYP2C19 inhibition	-	0.8209	82.09%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.7866	78.66%
CYP2C8 inhibition	-	0.6289	62.89%
CYP inhibitory promiscuity	-	0.9330	93.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7450	74.50%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9380	93.80%
Skin irritation	-	0.5467	54.67%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7069	70.69%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7800	78.00%
skin sensitisation	-	0.8953	89.53%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5821	58.21%
Acute Oral Toxicity (c)	III	0.5366	53.66%
Estrogen receptor binding	+	0.6608	66.08%
Androgen receptor binding	+	0.5325	53.25%
Thyroid receptor binding	+	0.6139	61.39%
Glucocorticoid receptor binding	+	0.5405	54.05%
Aromatase binding	+	0.7471	74.71%
PPAR gamma	+	0.5924	59.24%
Honey bee toxicity	-	0.7189	71.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9568	95.68%

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	97.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	90.39%	95.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.06%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.79%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.20%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.09%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.89%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	85.91%	98.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.40%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.40%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.28%	91.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.20%	97.25%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	82.77%	97.34%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.63%	95.83%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.61%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.49%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.24%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	81.58%	97.79%
CHEMBL2581	P07339	Cathepsin D	81.17%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	80.79%	95.93%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.50%	92.88%

Plants that contains it

• Tessaria integrifolia

Cross-Links

• PubChem: 85235056
• LOTUS: LTS0049194
• wikiData: Q104998124