6-[[9-Acetyloxy-10-hex-2-enoyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 1928c965-7d37-4ae9-9e29-712139d275a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[[9-acetyloxy-10-hex-2-enoyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CCCC=CC(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)C)CO)OC(=O)C
• SMILES (Isomeric): CCCC=CC(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)C)CO)OC(=O)C
• InChI: InChI=1S/C62H98O27/c1-11-12-13-14-36(68)85-50-51(81-27(3)66)62(25-65)29(21-57(50,4)5)28-15-16-33-59(8)19-18-35(58(6,7)32(59)17-20-60(33,9)61(28,10)22-34(62)67)84-56-48(45(77)46(49(89-56)52(78)79)86-54-44(76)41(73)38(70)30(23-63)82-54)88-55-47(42(74)39(71)31(24-64)83-55)87-53-43(75)40(72)37(69)26(2)80-53/h13-15,26,29-35,37-51,53-56,63-65,67,69-77H,11-12,16-25H2,1-10H3,(H,78,79)
• InChI Key: DPFSJKBOJBHNHC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₉₈O₂₇
• Molecular Weight: 1275.40 g/mol
• Exact Mass: 1274.62954785 g/mol
• Topological Polar Surface Area (TPSA): 427.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8539	85.39%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8575	85.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7377	73.77%
OATP1B3 inhibitior	-	0.3799	37.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.9668	96.68%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.5923	59.23%
CYP3A4 substrate	+	0.7457	74.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8971	89.71%
CYP3A4 inhibition	-	0.6349	63.49%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.8968	89.68%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.8116	81.16%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5892	58.92%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.5592	55.92%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.7424	74.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7625	76.25%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8565	85.65%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7621	76.21%
Acute Oral Toxicity (c)	III	0.7630	76.30%
Estrogen receptor binding	+	0.7119	71.19%
Androgen receptor binding	+	0.7491	74.91%
Thyroid receptor binding	+	0.6613	66.13%
Glucocorticoid receptor binding	+	0.7969	79.69%
Aromatase binding	+	0.6671	66.71%
PPAR gamma	+	0.8119	81.19%
Honey bee toxicity	-	0.6431	64.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9719	97.19%

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	98.53%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.61%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.33%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.98%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.67%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.03%	96.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.21%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.35%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	86.80%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.59%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.36%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.09%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.40%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.97%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.95%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.81%	100.00%
CHEMBL5028	O14672	ADAM10	82.52%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.02%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.91%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.54%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.78%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.44%	97.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.18%	89.44%

Plants that contains it

• Styrax officinalis

Cross-Links

• PubChem: 163032944
• LOTUS: LTS0251350
• wikiData: Q104986478