[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1R,4R,9S,10S,13R,15R)-15-hydroxy-5,5-dimethyl-14-methylidene-9-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methoxy]-6-(hydroxymethyl)oxan-3-yl] acetate

Details

• Internal ID: 48b9632e-3c10-408e-8e9c-2d1cdb4a7fc9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1R,4R,9S,10S,13R,15R)-15-hydroxy-5,5-dimethyl-14-methylidene-9-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methoxy]-6-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C(OC1OCC23CCCC(C2CCC45C3CCC(C4)C(=C)C5O)(C)C)CO)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC[C@@]23CCCC([C@H]2CC[C@]45[C@H]3CC[C@H](C4)C(=C)[C@H]5O)(C)C)CO)O)O
• InChI: InChI=1S/C28H44O8/c1-15-17-6-7-20-27(12-17,24(15)33)11-8-19-26(3,4)9-5-10-28(19,20)14-34-25-23(35-16(2)30)22(32)21(31)18(13-29)36-25/h17-25,29,31-33H,1,5-14H2,2-4H3/t17-,18-,19-,20-,21-,22+,23-,24-,25-,27-,28+/m1/s1
• InChI Key: OOJJIGRRWFGBES-MCODRGMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₄O₈
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.30361836 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7540	75.40%
Caco-2	-	0.7733	77.33%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7768	77.68%
OATP2B1 inhibitior	-	0.7125	71.25%
OATP1B1 inhibitior	+	0.8467	84.67%
OATP1B3 inhibitior	+	0.8053	80.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	+	0.8935	89.35%
P-glycoprotein inhibitior	-	0.5954	59.54%
P-glycoprotein substrate	-	0.7412	74.12%
CYP3A4 substrate	+	0.6863	68.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.9309	93.09%
CYP2C9 inhibition	-	0.7117	71.17%
CYP2C19 inhibition	-	0.7814	78.14%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.7870	78.70%
CYP2C8 inhibition	+	0.5771	57.71%
CYP inhibitory promiscuity	-	0.9054	90.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7253	72.53%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.6149	61.49%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7888	78.88%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5717	57.17%
skin sensitisation	-	0.8801	88.01%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7127	71.27%
Acute Oral Toxicity (c)	III	0.5590	55.90%
Estrogen receptor binding	+	0.6067	60.67%
Androgen receptor binding	+	0.6276	62.76%
Thyroid receptor binding	-	0.5332	53.32%
Glucocorticoid receptor binding	+	0.5699	56.99%
Aromatase binding	+	0.6746	67.46%
PPAR gamma	+	0.5898	58.98%
Honey bee toxicity	-	0.7785	77.85%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6905	69.05%
Fish aquatic toxicity	+	0.9848	98.48%

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	98.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.42%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.68%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	93.71%	95.50%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	89.22%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	87.99%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.10%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.29%	96.38%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.26%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.24%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.78%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.92%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.08%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.91%	97.79%
CHEMBL1977	P11473	Vitamin D receptor	82.67%	99.43%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.03%	86.92%
CHEMBL237	P41145	Kappa opioid receptor	81.73%	98.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.46%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.32%	95.56%
CHEMBL5028	O14672	ADAM10	80.25%	97.50%

Plants that contains it

• Jungermannia infusca

Cross-Links

• PubChem: 102437303
• LOTUS: LTS0123086
• wikiData: Q105195405