Methyl 6-[[8,9-diacetyloxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(3-phenylprop-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate

Details

• Internal ID: d31e2fa2-91d2-424d-811b-f1d0b84da314
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 6-[[8,9-diacetyloxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(3-phenylprop-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC(=O)OC1CC2(C(=CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)C(=O)OC)O)OC6C(C(C(CO6)O)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C9C1(C(C(C(C9)(C)C)OC(=O)C=CC1=CC=CC=C1)OC(=O)C)CO)C
• SMILES (Isomeric): CC(=O)OC1CC2(C(=CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)C(=O)OC)O)OC6C(C(C(CO6)O)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C9C1(C(C(C(C9)(C)C)OC(=O)C=CC1=CC=CC=C1)OC(=O)C)CO)C
• InChI: InChI=1S/C66H96O27/c1-30(69)85-41-25-65(9)33(34-24-61(3,4)54(55(86-31(2)70)66(34,41)29-68)89-42(73)19-16-32-14-12-11-13-15-32)17-18-39-63(7)22-21-40(62(5,6)38(63)20-23-64(39,65)8)88-60-53(93-58-48(79)46(77)45(76)37(26-67)87-58)50(49(80)51(91-60)56(81)82-10)90-59-52(44(75)36(72)28-84-59)92-57-47(78)43(74)35(71)27-83-57/h11-17,19,34-41,43-55,57-60,67-68,71-72,74-80H,18,20-29H2,1-10H3
• InChI Key: BTIDMIFJXMOVCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₉₆O₂₇
• Molecular Weight: 1321.40 g/mol
• Exact Mass: 1320.61389778 g/mol
• Topological Polar Surface Area (TPSA): 402.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 27
• H-Bond Donor: 11
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8001	80.01%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8181	81.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7404	74.04%
OATP1B3 inhibitior	-	0.2819	28.19%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9819	98.19%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	+	0.6650	66.50%
CYP3A4 substrate	+	0.7556	75.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.6700	67.00%
CYP2C9 inhibition	-	0.8496	84.96%
CYP2C19 inhibition	-	0.8648	86.48%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.8477	84.77%
CYP2C8 inhibition	+	0.8515	85.15%
CYP inhibitory promiscuity	-	0.9660	96.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6005	60.05%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.6675	66.75%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7768	77.68%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7500	75.00%
Acute Oral Toxicity (c)	III	0.6835	68.35%
Estrogen receptor binding	+	0.6032	60.32%
Androgen receptor binding	+	0.7617	76.17%
Thyroid receptor binding	+	0.7306	73.06%
Glucocorticoid receptor binding	+	0.8098	80.98%
Aromatase binding	+	0.7123	71.23%
PPAR gamma	+	0.8214	82.14%
Honey bee toxicity	-	0.6083	60.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9666	96.66%

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	99.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.86%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	94.97%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.42%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.09%	94.45%
CHEMBL5028	O14672	ADAM10	90.83%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.49%	94.08%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.69%	89.44%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.13%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.41%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.31%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.29%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.59%	89.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.39%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.62%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.11%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.69%	95.89%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.01%	91.65%
CHEMBL3401	O75469	Pregnane X receptor	80.41%	94.73%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 162994187
• LOTUS: LTS0014832
• wikiData: Q104945647