Methyl 4-acetyloxy-6-[[9-benzoyloxy-10-(3,7-dimethylocta-2,6-dienoyloxy)-7,8-dihydroxy-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]-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate

Details

• Internal ID: a4fffa8c-c743-430a-acb6-13365fcc159d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 4-acetyloxy-6-[[9-benzoyloxy-10-(3,7-dimethylocta-2,6-dienoyloxy)-7,8-dihydroxy-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]-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC(=CCCC(=CC(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)OC)OC7C(C(C(O7)CO)O)O)OC(=O)C)OC8C(C(C(C(O8)CO)O)O)O)C)CO)OC(=O)C9=CC=CC=C9)C)C
• SMILES (Isomeric): CC(=CCCC(=CC(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)OC)OC7C(C(C(O7)CO)O)O)OC(=O)C)OC8C(C(C(C(O8)CO)O)O)O)C)CO)OC(=O)C9=CC=CC=C9)C)C
• InChI: InChI=1S/C67H98O24/c1-32(2)17-16-18-33(3)27-43(72)87-55-56(91-57(80)35-19-14-13-15-20-35)67(31-70)37(28-62(55,5)6)36-21-22-41-64(9)25-24-42(63(7,8)40(64)23-26-65(41,10)66(36,11)53(78)54(67)79)86-61-52(90-60-48(77)46(75)44(73)38(29-68)84-60)50(83-34(4)71)49(51(89-61)58(81)82-12)88-59-47(76)45(74)39(30-69)85-59/h13-15,17,19-21,27,37-42,44-56,59-61,68-70,73-79H,16,18,22-26,28-31H2,1-12H3
• InChI Key: LWFZKYRCCSIIFX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₇H₉₈O₂₄
• Molecular Weight: 1287.50 g/mol
• Exact Mass: 1286.64480399 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 24
• H-Bond Donor: 10
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8395	83.95%
Caco-2	-	0.8589	85.89%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8537	85.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7732	77.32%
OATP1B3 inhibitior	+	0.8411	84.11%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9766	97.66%
P-glycoprotein inhibitior	+	0.7438	74.38%
P-glycoprotein substrate	+	0.6822	68.22%
CYP3A4 substrate	+	0.7570	75.70%
CYP2C9 substrate	-	0.7991	79.91%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.7362	73.62%
CYP2C9 inhibition	-	0.8237	82.37%
CYP2C19 inhibition	-	0.8610	86.10%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8486	84.86%
CYP2C8 inhibition	+	0.8435	84.35%
CYP inhibitory promiscuity	-	0.8895	88.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4915	49.15%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.6466	64.66%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7530	75.30%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6874	68.74%
skin sensitisation	-	0.8981	89.81%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5574	55.74%
Acute Oral Toxicity (c)	III	0.5046	50.46%
Estrogen receptor binding	+	0.5764	57.64%
Androgen receptor binding	+	0.7686	76.86%
Thyroid receptor binding	+	0.7172	71.72%
Glucocorticoid receptor binding	+	0.8025	80.25%
Aromatase binding	+	0.7106	71.06%
PPAR gamma	+	0.7895	78.95%
Honey bee toxicity	-	0.6187	61.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9835	98.35%

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	98.92%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	98.61%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.42%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.74%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.58%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.43%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.85%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.86%	94.08%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	87.68%	91.65%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.11%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	86.82%	94.73%
CHEMBL5028	O14672	ADAM10	85.21%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.92%	95.83%
CHEMBL4208	P20618	Proteasome component C5	83.04%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.64%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.93%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.29%	100.00%

Plants that contains it

• Symplocos paniculata

Cross-Links

• PubChem: 75072055
• LOTUS: LTS0132554
• wikiData: Q105158261