[(2R,3R,4R,5S,6S)-2-[(3S)-5-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentoxy]-3,5-dihydroxy-6-methyloxan-4-yl] acetate

Details

• Internal ID: 10ed08c4-c33a-4602-807a-1c6057fd3952
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2R,3R,4R,5S,6S)-2-[(3S)-5-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentoxy]-3,5-dihydroxy-6-methyloxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCCC(C)CCC2C(=C)CCC3C2(CCCC3(C)C)C)O)OC(=O)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OCC[C@@H](C)CC[C@@H]2C(=C)CC[C@H]3[C@]2(CCCC3(C)C)C)O)OC(=O)C)O
• InChI: InChI=1S/C28H48O6/c1-17(13-16-32-26-24(31)25(34-20(4)29)23(30)19(3)33-26)9-11-21-18(2)10-12-22-27(5,6)14-8-15-28(21,22)7/h17,19,21-26,30-31H,2,8-16H2,1,3-7H3/t17-,19-,21+,22+,23-,24+,25+,26+,28-/m0/s1
• InChI Key: LAQUGRFCTPCKTO-MJZVDEJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O₆
• Molecular Weight: 480.70 g/mol
• Exact Mass: 480.34508925 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.01
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8695	86.95%
Caco-2	-	0.7226	72.26%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7812	78.12%
OATP2B1 inhibitior	-	0.7099	70.99%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.8281	82.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6974	69.74%
P-glycoprotein inhibitior	-	0.4659	46.59%
P-glycoprotein substrate	-	0.6443	64.43%
CYP3A4 substrate	+	0.6946	69.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.8278	82.78%
CYP2C9 inhibition	-	0.7873	78.73%
CYP2C19 inhibition	-	0.7516	75.16%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.6158	61.58%
CYP2C8 inhibition	-	0.5615	56.15%
CYP inhibitory promiscuity	-	0.8031	80.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7114	71.14%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9298	92.98%
Skin irritation	-	0.5451	54.51%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6902	69.02%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	-	0.8231	82.31%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7249	72.49%
Acute Oral Toxicity (c)	III	0.7534	75.34%
Estrogen receptor binding	+	0.5637	56.37%
Androgen receptor binding	+	0.5442	54.42%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5944	59.44%
Aromatase binding	-	0.5057	50.57%
PPAR gamma	-	0.5726	57.26%
Honey bee toxicity	-	0.7959	79.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	97.93%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.35%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.26%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.61%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	86.47%	98.10%
CHEMBL221	P23219	Cyclooxygenase-1	84.93%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.68%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.34%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.24%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.52%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.36%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.80%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.39%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	82.32%	99.43%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.15%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	81.90%	92.50%
CHEMBL5028	O14672	ADAM10	81.55%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.06%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.94%	91.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.67%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%

Plants that contains it

• Mimosa tenuiflora

Cross-Links

• PubChem: 101427304
• LOTUS: LTS0031423
• wikiData: Q105148853