(2R,3R,4R,5R,6S)-6-[[(3S,4S,4aS,6aR,6bR,8aR,12aS,14aS,14bS)-8a-[(2S,3R,4S,5R,6R)-5-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-[(2R,3R,4R,5R)-4,5-dihydroxy-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxycarbonyl-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3S,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 92ba8408-a14a-4d3f-87f4-a5dcdbcfe70a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4R,5R,6S)-6-[[(3S,4S,4aS,6aR,6bR,8aR,12aS,14aS,14bS)-8a-[(2S,3R,4S,5R,6R)-5-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-[(2R,3R,4R,5R)-4,5-dihydroxy-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxycarbonyl-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3S,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• InChI: InChI=1S/C80H126O44/c1-27-40(88)58(118-65-48(96)41(89)31(84)22-107-65)54(102)70(111-27)116-56-28(2)112-73(61(53(56)101)121-72-60(44(92)34(87)25-110-72)120-67-50(98)43(91)33(86)24-109-67)124-74(106)80-17-15-75(3,4)19-30(80)29-9-10-38-76(5)13-12-39(77(6,26-83)37(76)11-14-79(38,8)78(29,7)16-18-80)115-71-55(103)59(119-66-49(97)42(90)32(85)23-108-66)62(63(123-71)64(104)105)122-69-52(100)47(95)57(36(21-82)114-69)117-68-51(99)46(94)45(93)35(20-81)113-68/h9,26-28,30-63,65-73,81-82,84-103H,10-25H2,1-8H3,(H,104,105)/t27-,28-,30+,31+,32+,33-,34-,35-,36+,37+,38+,39+,40-,41+,42+,43-,44-,45-,46+,47+,48+,49+,50-,51-,52+,53+,54+,55-,56+,57-,58+,59-,60-,61-,62-,63-,65+,66+,67-,68-,69+,70-,71+,72-,73+,76-,77+,78+,79-,80-/m1/s1
• InChI Key: LAHSXXNOJMWHBH-WVPBMNGESA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₀H₁₂₆O₄₄
• Molecular Weight: 1791.80 g/mol
• Exact Mass: 1790.7621973 g/mol
• Topological Polar Surface Area (TPSA): 683.00 Ų
• XlogP: -8.00
• Atomic LogP (AlogP): -9.03
• H-Bond Acceptor: 43
• H-Bond Donor: 23
• Rotatable Bonds: 22

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	-	0.8604	86.04%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7651	76.51%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9721	97.21%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.5803	58.03%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8749	87.49%
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	+	0.7826	78.26%
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	-	0.8963	89.63%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7813	78.13%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9589	95.89%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.6510	65.10%
Androgen receptor binding	+	0.7605	76.05%
Thyroid receptor binding	+	0.7225	72.25%
Glucocorticoid receptor binding	+	0.8130	81.30%
Aromatase binding	+	0.7009	70.09%
PPAR gamma	+	0.8172	81.72%
Honey bee toxicity	-	0.6463	64.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	98.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.05%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.13%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.39%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.84%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.34%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.76%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.04%	93.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.09%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.52%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.25%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	85.05%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.49%	95.50%
CHEMBL5028	O14672	ADAM10	83.95%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.44%	97.33%

Plants that contains it

• Gypsophila paniculata

Cross-Links

• PubChem: 154496714
• LOTUS: LTS0175857
• wikiData: Q105148652