12-Methyl-6-methylidene-12-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecane-7,9,10,13,15-pentol

Details

• Internal ID: c2bcd006-fc4d-415d-900c-6b9c76fe572b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 12-methyl-6-methylidene-12-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecane-7,9,10,13,15-pentol
• SMILES (Canonical): CC1(C(CC(C23C1C(C(C45C2CCC(C4)C(=C)C5O)(OC3)O)O)O)O)COC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC1(C(CC(C23C1C(C(C45C2CCC(C4)C(=C)C5O)(OC3)O)O)O)O)COC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C26H40O12/c1-10-11-3-4-13-24-9-37-26(35,25(13,6-11)20(10)33)21(34)19(24)23(2,14(28)5-15(24)29)8-36-22-18(32)17(31)16(30)12(7-27)38-22/h11-22,27-35H,1,3-9H2,2H3
• InChI Key: NWOGVYCZBOENOI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₁₂
• Molecular Weight: 544.60 g/mol
• Exact Mass: 544.25197671 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -3.04
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6019	60.19%
Caco-2	-	0.8497	84.97%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5654	56.54%
OATP2B1 inhibitior	-	0.7298	72.98%
OATP1B1 inhibitior	+	0.8633	86.33%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7103	71.03%
BSEP inhibitior	-	0.8084	80.84%
P-glycoprotein inhibitior	-	0.6204	62.04%
P-glycoprotein substrate	-	0.5297	52.97%
CYP3A4 substrate	+	0.6921	69.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8326	83.26%
CYP3A4 inhibition	-	0.9568	95.68%
CYP2C9 inhibition	-	0.8692	86.92%
CYP2C19 inhibition	-	0.8238	82.38%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.8676	86.76%
CYP2C8 inhibition	+	0.6408	64.08%
CYP inhibitory promiscuity	-	0.9437	94.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6632	66.32%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.6141	61.41%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8488	84.88%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6646	66.46%
skin sensitisation	-	0.8886	88.86%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4856	48.56%
Acute Oral Toxicity (c)	I	0.4629	46.29%
Estrogen receptor binding	+	0.6876	68.76%
Androgen receptor binding	+	0.6941	69.41%
Thyroid receptor binding	+	0.5428	54.28%
Glucocorticoid receptor binding	+	0.5459	54.59%
Aromatase binding	+	0.7346	73.46%
PPAR gamma	+	0.5777	57.77%
Honey bee toxicity	-	0.7001	70.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9415	94.15%

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	95.95%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.77%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	94.75%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.57%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	89.23%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.60%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.34%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.99%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.09%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.94%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.92%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.14%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.73%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.54%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.89%	89.05%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.51%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.47%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.07%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.70%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.57%	96.95%
CHEMBL1937	Q92769	Histone deacetylase 2	80.86%	94.75%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 163074485
• LOTUS: LTS0067469
• wikiData: Q105186720