NCGC00384848-01_C21H36O10_2-[3,8-Dihydroxy-8-(hydroxymethyl)-3-methyl-2-oxodecahydro-5-azulenyl]-2-propanyl hexopyranoside

Details

• Internal ID: 3a55238e-c699-442d-9d45-7be71182eb6a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 3,8-dihydroxy-8-(hydroxymethyl)-3-methyl-5-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-3a,4,5,6,7,8a-hexahydro-1H-azulen-2-one
• SMILES (Canonical): CC1(C2CC(CCC(C2CC1=O)(CO)O)C(C)(C)OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): CC1(C2CC(CCC(C2CC1=O)(CO)O)C(C)(C)OC3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C21H36O10/c1-19(2,31-18-17(27)16(26)15(25)13(8-22)30-18)10-4-5-21(29,9-23)12-7-14(24)20(3,28)11(12)6-10/h10-13,15-18,22-23,25-29H,4-9H2,1-3H3
• InChI Key: QNBLVYVBWDIWDM-UHFFFAOYSA-N
• Popularity: 3 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): 177.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -1.94
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

• AKOS040738314
• NCGC00384848-01
• NCGC00384848-01_C21H36O10_2-[3,8-Dihydroxy-8-(hydroxymethyl)-3-methyl-2-oxodecahydro-5-azulenyl]-2-propanyl hexopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5771	57.71%
Caco-2	-	0.8129	81.29%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7282	72.82%
OATP2B1 inhibitior	-	0.7150	71.50%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7574	75.74%
P-glycoprotein inhibitior	-	0.7585	75.85%
P-glycoprotein substrate	-	0.8685	86.85%
CYP3A4 substrate	+	0.6870	68.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.9644	96.44%
CYP2C9 inhibition	-	0.8320	83.20%
CYP2C19 inhibition	-	0.8362	83.62%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.8479	84.79%
CYP2C8 inhibition	-	0.6210	62.10%
CYP inhibitory promiscuity	-	0.9799	97.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7351	73.51%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9579	95.79%
Skin irritation	-	0.7284	72.84%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.8308	83.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.5929	59.29%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.9019	90.19%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5773	57.73%
Acute Oral Toxicity (c)	III	0.3905	39.05%
Estrogen receptor binding	+	0.6533	65.33%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	+	0.6295	62.95%
Glucocorticoid receptor binding	-	0.4696	46.96%
Aromatase binding	+	0.7265	72.65%
PPAR gamma	-	0.4930	49.30%
Honey bee toxicity	-	0.7530	75.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.3642	36.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.24%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.71%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.85%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	93.85%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.95%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.20%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	90.67%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.30%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.35%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.30%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.29%	100.00%
CHEMBL1871	P10275	Androgen Receptor	87.17%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.57%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.84%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.97%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.92%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.89%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.36%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.06%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	83.74%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.76%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.60%	86.92%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.20%	93.04%

Plants that contains it

• Atractylodes lancea
• Atractylodes macrocephala

Cross-Links

• PubChem: 14507473
• LOTUS: LTS0104558
• wikiData: Q105224317