[6-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

Details

• Internal ID: 1583a338-523d-4bf9-871d-bda2072e1c4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• InChI: InChI=1S/C54H88O22/c1-22(2)24-11-16-54(49(68)76-48-42(66)38(62)35(59)28(73-48)21-69-45-43(67)39(63)44(27(20-56)72-45)75-46-40(64)36(60)33(57)23(3)70-46)18-17-52(7)25(32(24)54)9-10-30-51(6)14-13-31(50(4,5)29(51)12-15-53(30,52)8)74-47-41(65)37(61)34(58)26(19-55)71-47/h23-48,55-67H,1,9-21H2,2-8H3
• InChI Key: AMSVTLCTZVZTHY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₂
• Molecular Weight: 1089.30 g/mol
• Exact Mass: 1088.57672443 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -1.15
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7051	70.51%
Caco-2	-	0.8806	88.06%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8157	81.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8442	84.42%
OATP1B3 inhibitior	-	0.2904	29.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.7972	79.72%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	-	0.5080	50.80%
CYP3A4 substrate	+	0.7368	73.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9486	94.86%
CYP2C9 inhibition	-	0.8350	83.50%
CYP2C19 inhibition	-	0.8719	87.19%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	+	0.7359	73.59%
CYP inhibitory promiscuity	-	0.9201	92.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6772	67.72%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.5790	57.90%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7624	76.24%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8295	82.95%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9383	93.83%
Acute Oral Toxicity (c)	III	0.5802	58.02%
Estrogen receptor binding	+	0.8257	82.57%
Androgen receptor binding	+	0.7557	75.57%
Thyroid receptor binding	+	0.5450	54.50%
Glucocorticoid receptor binding	+	0.7319	73.19%
Aromatase binding	+	0.6431	64.31%
PPAR gamma	+	0.8147	81.47%
Honey bee toxicity	-	0.5739	57.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9799	97.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL233	P35372	Mu opioid receptor	94.73%	97.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.94%	96.61%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.43%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.00%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.57%	97.36%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.52%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.01%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.88%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.30%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	87.96%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.59%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.66%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.52%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.63%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.17%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.07%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.65%	92.86%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.39%	96.77%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.39%	97.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.05%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	83.95%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.64%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.58%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.44%	96.38%
CHEMBL237	P41145	Kappa opioid receptor	82.41%	98.10%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.13%	94.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.72%	89.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.71%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.48%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.47%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.72%	92.32%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.69%	96.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.35%	82.50%
CHEMBL5028	O14672	ADAM10	80.11%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.03%	100.00%

Plants that contains it

• Oreopanax guatemalensis

Cross-Links

• PubChem: 162928201
• LOTUS: LTS0199191
• wikiData: Q104914919