(2R,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5R,6R)-6-[[(3S,4R,4aR,6aS,6aR,6bS,8aS,12aR,14aR,14bR)-6a-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-4-hydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: c3ecf4b1-59a2-4de1-b7b9-a627c4ec88d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5R,6R)-6-[[(3S,4R,4aR,6aS,6aR,6bS,8aS,12aR,14aR,14bR)-6a-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-4-hydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)CO)CCC7(C6C=CC8(C7(CCC9(C8CC(CC9)(C)C)CO)C)O)C)C)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O[C@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5CC[C@@]6([C@H]([C@]5(C)CO)CC[C@]7([C@@H]6C=C[C@@]8([C@]7(CC[C@@]9([C@H]8CC(CC9)(C)C)CO)C)O)C)C)C)CO)O)O)O
• InChI: InChI=1S/C54H90O22/c1-24-32(59)34(61)37(64)44(69-24)75-42-27(21-56)72-46(39(66)36(42)63)74-41-25(2)70-47(43(40(41)67)76-45-38(65)35(62)33(60)26(20-55)71-45)73-31-11-12-49(5)28(50(31,6)22-57)9-13-51(7)29(49)10-14-54(68)30-19-48(3,4)15-17-53(30,23-58)18-16-52(51,54)8/h10,14,24-47,55-68H,9,11-13,15-23H2,1-8H3/t24-,25+,26+,27+,28+,29+,30+,31-,32-,33+,34+,35-,36+,37+,38+,39+,40-,41-,42+,43+,44+,45-,46-,47-,49+,50-,51-,52-,53+,54+/m0/s1
• InChI Key: PZYOBNWLTWKPCI-IDSAQQACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₀O₂₂
• Molecular Weight: 1091.30 g/mol
• Exact Mass: 1090.59237449 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.56
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5428	54.28%
Caco-2	-	0.8797	87.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7600	76.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	-	0.2362	23.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8898	88.98%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	-	0.5253	52.53%
CYP3A4 substrate	+	0.7319	73.19%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.9600	96.00%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.8778	87.78%
CYP2D6 inhibition	-	0.9581	95.81%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	+	0.7101	71.01%
CYP inhibitory promiscuity	-	0.9518	95.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.7479	74.79%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7862	78.62%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7887	78.87%
skin sensitisation	-	0.9228	92.28%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7491	74.91%
Acute Oral Toxicity (c)	III	0.5632	56.32%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	+	0.5473	54.73%
Glucocorticoid receptor binding	+	0.6881	68.81%
Aromatase binding	+	0.6459	64.59%
PPAR gamma	+	0.7930	79.30%
Honey bee toxicity	-	0.6579	65.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9134	91.34%

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	97.26%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.33%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.65%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.32%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.05%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.27%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.26%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.04%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.86%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.93%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.50%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.15%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.09%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.30%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.68%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.87%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.15%	95.83%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.82%	92.78%
CHEMBL259	P32245	Melanocortin receptor 4	80.43%	95.38%

Plants that contains it

• Verbascum phlomoides

Cross-Links

• PubChem: 162875660
• LOTUS: LTS0268042
• wikiData: Q105217184