12,12-Dimethyl-6-methylidene-15-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecane-7,9,10,18-tetrol

Details

• Internal ID: dd7dbb1e-b920-4262-aaba-ef7e7c96952a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 12,12-dimethyl-6-methylidene-15-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecane-7,9,10,18-tetrol
• SMILES (Canonical): CC1(CCC(C23C1C(C(C45C2CCC(C4O)C(=C)C5O)(OC3)O)O)OC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): CC1(CCC(C23C1C(C(C45C2CCC(C4O)C(=C)C5O)(OC3)O)O)OC6C(C(C(C(O6)CO)O)O)O)C
• InChI: InChI=1S/C26H40O11/c1-10-11-4-5-13-24-9-35-26(34,25(13,19(10)31)20(11)32)21(33)18(24)23(2,3)7-6-14(24)37-22-17(30)16(29)15(28)12(8-27)36-22/h11-22,27-34H,1,4-9H2,2-3H3
• InChI Key: ASHOYUYRRRPHPR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₁₁
• Molecular Weight: 528.60 g/mol
• Exact Mass: 528.25706209 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.01
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6076	60.76%
Caco-2	-	0.8351	83.51%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7117	71.17%
OATP2B1 inhibitior	-	0.7265	72.65%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.8638	86.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7319	73.19%
BSEP inhibitior	-	0.5693	56.93%
P-glycoprotein inhibitior	-	0.6425	64.25%
P-glycoprotein substrate	-	0.6654	66.54%
CYP3A4 substrate	+	0.6796	67.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8326	83.26%
CYP3A4 inhibition	-	0.9605	96.05%
CYP2C9 inhibition	-	0.8133	81.33%
CYP2C19 inhibition	-	0.8333	83.33%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.8413	84.13%
CYP2C8 inhibition	+	0.6574	65.74%
CYP inhibitory promiscuity	-	0.9038	90.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9256	92.56%
Skin irritation	-	0.6656	66.56%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8072	80.72%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6870	68.70%
skin sensitisation	-	0.8764	87.64%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6025	60.25%
Acute Oral Toxicity (c)	III	0.4241	42.41%
Estrogen receptor binding	+	0.6462	64.62%
Androgen receptor binding	+	0.6942	69.42%
Thyroid receptor binding	+	0.5408	54.08%
Glucocorticoid receptor binding	+	0.5656	56.56%
Aromatase binding	+	0.7344	73.44%
PPAR gamma	+	0.6494	64.94%
Honey bee toxicity	-	0.7213	72.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9752	97.52%

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	98.27%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.65%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.45%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.68%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.32%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	87.05%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.53%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.79%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.48%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	85.35%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.55%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.28%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.93%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.49%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.47%	95.83%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.94%	82.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.04%	97.28%
CHEMBL220	P22303	Acetylcholinesterase	80.61%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.52%	89.05%
CHEMBL259	P32245	Melanocortin receptor 4	80.51%	95.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.40%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.11%	89.00%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 73107188
• LOTUS: LTS0044388
• wikiData: Q104917841