[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aS,4bR,6aR,8S,10aR,10bR,12R)-8-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-2-yl]oxy-12-hydroxy-4a,4b,7,7,10a-pentamethyl-2-[(3R)-3-methyl-4-oxopentyl]-4,5,6,6a,8,9,10,10b,11,12-decahydro-3H-chrysene-2-carboxylate

Details

• Internal ID: fcb182cd-0c33-4fad-861a-ce21b526b03a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aS,4bR,6aR,8S,10aR,10bR,12R)-8-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-2-yl]oxy-12-hydroxy-4a,4b,7,7,10a-pentamethyl-2-[(3R)-3-methyl-4-oxopentyl]-4,5,6,6a,8,9,10,10b,11,12-decahydro-3H-chrysene-2-carboxylate
• InChI: InChI=1S/C47H76O19/c1-21(22(2)50)8-13-47(42(60)66-40-35(57)34(56)32(54)26(18-48)63-40)15-14-45(6)23(17-47)24(51)16-29-44(5)11-10-30(43(3,4)28(44)9-12-46(29,45)7)64-41-38(31(53)25(52)20-61-41)65-37-33(55)27(19-49)62-39(59)36(37)58/h17,21,24-41,48-49,51-59H,8-16,18-20H2,1-7H3/t21-,24-,25+,26-,27-,28+,29-,30+,31+,32-,33-,34+,35-,36-,37+,38-,39-,40+,41+,44+,45-,46-,47+/m1/s1
• InChI Key: AHPNKQUUUMEGPU-RDBCTHNHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₉
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.49808019 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.68
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8859	88.59%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7678	76.78%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8136	81.36%
P-glycoprotein inhibitior	+	0.7527	75.27%
P-glycoprotein substrate	+	0.5762	57.62%
CYP3A4 substrate	+	0.7446	74.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.6902	69.02%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6548	65.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.8157	81.57%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7605	76.05%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9192	91.92%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.8102	81.02%
Androgen receptor binding	+	0.7522	75.22%
Thyroid receptor binding	-	0.5865	58.65%
Glucocorticoid receptor binding	+	0.7405	74.05%
Aromatase binding	+	0.6515	65.15%
PPAR gamma	+	0.7965	79.65%
Honey bee toxicity	-	0.6706	67.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.89%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.63%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	95.10%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.90%	82.69%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.66%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.59%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.46%	100.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.48%	83.57%
CHEMBL5255	O00206	Toll-like receptor 4	85.69%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	85.36%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	85.13%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.11%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.10%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.28%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.09%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.94%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.21%	93.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.04%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.15%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.08%	92.62%

Plants that contains it

• Ilex crenata

Cross-Links

• PubChem: 163028441
• LOTUS: LTS0201043
• wikiData: Q104912389