[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl] (4aR,5R,6aS,6bR,8aR,9S,10S,12aR,14bS)-5,9,10-trihydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 6e335a43-518c-4d3c-bec0-f4a0dcb49987
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl] (4aR,5R,6aS,6bR,8aR,9S,10S,12aR,14bS)-5,9,10-trihydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC(=O)C23CCC(CC2C4=CCC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)O)O)C)(C)C)OC7C(C(C(C(O7)C)OC8C(C(C(CO8)O)OC9C(C(C(CO9)OC1C(C(C(CO1)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC(=O)[C@]23CCC(C[C@H]2C4=CCC5[C@]6(CC[C@@H]([C@@]([C@@H]6CC[C@]5([C@@]4(C[C@H]3O)C)C)(C)O)O)C)(C)C)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O[C@H]9[C@@H]([C@H]([C@H](CO9)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C56H90O25/c1-22-33(61)36(64)44(49(75-22)81-50(70)56-16-15-51(3,4)17-25(56)24-9-10-29-52(5)13-12-31(59)55(8,71)30(52)11-14-53(29,6)54(24,7)18-32(56)60)80-48-40(68)37(65)42(23(2)76-48)78-47-41(69)43(27(58)20-73-47)79-46-39(67)35(63)28(21-74-46)77-45-38(66)34(62)26(57)19-72-45/h9,22-23,25-49,57-69,71H,10-21H2,1-8H3/t22-,23+,25+,26+,27-,28+,29?,30-,31+,32-,33+,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44-,45+,46+,47+,48+,49+,52-,53-,54-,55+,56-/m1/s1
• InChI Key: JWHUAVGIBKOTMH-VMGBBZLZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₅
• Molecular Weight: 1163.30 g/mol
• Exact Mass: 1162.57711835 g/mol
• Topological Polar Surface Area (TPSA): 393.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.54
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8484	84.84%
Caco-2	-	0.8742	87.42%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8597	85.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7111	71.11%
OATP1B3 inhibitior	-	0.3155	31.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9481	94.81%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6258	62.58%
CYP3A4 substrate	+	0.7398	73.98%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.9580	95.80%
CYP2C9 inhibition	-	0.8923	89.23%
CYP2C19 inhibition	-	0.9116	91.16%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8845	88.45%
CYP2C8 inhibition	+	0.6916	69.16%
CYP inhibitory promiscuity	-	0.9770	97.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5925	59.25%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.6042	60.42%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7851	78.51%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6996	69.96%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.9371	93.71%
Acute Oral Toxicity (c)	III	0.6676	66.76%
Estrogen receptor binding	+	0.8162	81.62%
Androgen receptor binding	+	0.7353	73.53%
Thyroid receptor binding	+	0.6332	63.32%
Glucocorticoid receptor binding	+	0.7911	79.11%
Aromatase binding	+	0.6449	64.49%
PPAR gamma	+	0.8343	83.43%
Honey bee toxicity	-	0.6720	67.20%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5850	58.50%
Fish aquatic toxicity	+	0.9653	96.53%

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	98.70%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.84%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.78%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.90%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.07%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.40%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.67%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.37%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.90%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.78%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.75%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.45%	94.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.08%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.53%	94.00%
CHEMBL5028	O14672	ADAM10	83.37%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.18%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.72%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	80.51%	91.19%
CHEMBL4302	P08183	P-glycoprotein 1	80.09%	92.98%

Plants that contains it

• Gypsophila oldhamiana

Cross-Links

• PubChem: 44451495
• LOTUS: LTS0187776
• wikiData: Q105136163