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

Details

• Internal ID: ff141e8a-9dab-4cb2-a12f-e1aa219de95b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[(3S,4S,5R,6S)-6-[[(3S,4aR,6aR,6bS,7S,8aS,11S,12aS,14aR,14bR)-7-hydroxy-8a,11-bis(hydroxymethyl)-4,4,6a,6b,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3COC(C(C3O)OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CC=C8C7(C(CC9(C8CC(CC9)(C)CO)CO)O)C)C)C)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CO[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](C5(C)C)CC[C@@]7([C@@H]6CC=C8[C@]7([C@H](C[C@@]9([C@H]8C[C@@](CC9)(C)CO)CO)O)C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C53H88O22/c1-23-33(59)37(63)40(66)44(69-23)75-43-39(65)35(61)27(19-55)71-47(43)72-28-20-68-46(42(36(28)62)74-45-41(67)38(64)34(60)26(18-54)70-45)73-32-11-12-50(5)29(48(32,2)3)10-13-51(6)30(50)9-8-24-25-16-49(4,21-56)14-15-53(25,22-57)17-31(58)52(24,51)7/h8,23,25-47,54-67H,9-22H2,1-7H3/t23-,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+/m0/s1
• InChI Key: DKBVPWDHGVCFJZ-SRXWGHDSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₈O₂₂
• Molecular Weight: 1077.30 g/mol
• Exact Mass: 1076.57672443 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.95
• 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	+	0.7084	70.84%
Caco-2	-	0.8894	88.94%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8043	80.43%
OATP1B3 inhibitior	-	0.4367	43.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8084	80.84%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7405	74.05%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.8988	89.88%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.7589	75.89%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7666	76.66%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8511	85.11%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8372	83.72%
Acute Oral Toxicity (c)	III	0.7434	74.34%
Estrogen receptor binding	+	0.8211	82.11%
Androgen receptor binding	+	0.7422	74.22%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6918	69.18%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.7887	78.87%
Honey bee toxicity	-	0.6356	63.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9174	91.74%

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	98.14%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.00%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.71%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	91.93%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.93%	96.09%
CHEMBL1871	P10275	Androgen Receptor	89.65%	96.43%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.95%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.47%	92.94%
CHEMBL332	P03956	Matrix metalloproteinase-1	87.19%	94.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.17%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.63%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.92%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.96%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.38%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.27%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.58%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.46%	95.83%
CHEMBL5028	O14672	ADAM10	81.95%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.66%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.18%	89.67%
CHEMBL2581	P07339	Cathepsin D	80.47%	98.95%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.43%	89.44%

Plants that contains it

• Ardisia mamillata

Cross-Links

• PubChem: 101046594
• LOTUS: LTS0250341
• wikiData: Q104982993