[(2S,3R,4R,5S,6S,10S,13R,14R,17R)-17-[(2R)-4-[(2S,4R,6S)-4-[(1S)-1-[(2S,3R,4R,5S,6S,10S,13R,14R,17S)-3-hydroxy-4,10,13-trimethyl-2,6-disulfooxy-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-2-yl]butan-2-yl]-4,10,13-trimethyl-2,3-disulfooxy-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate

Details

• Internal ID: d7c7f94e-256a-433f-8f68-56b6fc18ba0e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4R,5S,6S,10S,13R,14R,17R)-17-[(2R)-4-[(2S,4R,6S)-4-[(1S)-1-[(2S,3R,4R,5S,6S,10S,13R,14R,17S)-3-hydroxy-4,10,13-trimethyl-2,6-disulfooxy-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-2-yl]butan-2-yl]-4,10,13-trimethyl-2,3-disulfooxy-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate
• SMILES (Canonical): CC1C2C(CC3=C(C2(CC(C1O)OS(=O)(=O)O)C)CCC4(C3CCC4C(C)C5CC6CC(C(O5)CCC(C)C7CCC8C7(CCC9=C8CC(C1C9(CC(C(C1C)OS(=O)(=O)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C)(OC6(C)C)C)C)OS(=O)(=O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]2[C@H](CC3=C([C@]2(C[C@@H]([C@@H]1O)OS(=O)(=O)O)C)CC[C@]4([C@H]3CC[C@H]4[C@H](C)[C@H]5C[C@H]6CC([C@@H](O5)CC[C@@H](C)[C@H]7CC[C@@H]8[C@@]7(CCC9=C8C[C@@H]([C@@H]1[C@@]9(C[C@@H]([C@@H]([C@@H]1C)OS(=O)(=O)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C)(OC6(C)C)C)C)OS(=O)(=O)O
• InChI: InChI=1S/C56H90O23S5/c1-28(35-13-15-37-33-24-43(75-81(61,62)63)48-31(4)50(78-84(70,71)72)45(77-83(67,68)69)27-55(48,10)40(33)18-20-52(35,37)7)12-17-46-56(11)25-32(51(5,6)79-56)22-41(73-46)29(2)36-14-16-38-34-23-42(74-80(58,59)60)47-30(3)49(57)44(76-82(64,65)66)26-54(47,9)39(34)19-21-53(36,38)8/h28-32,35-38,41-50,57H,12-27H2,1-11H3,(H,58,59,60)(H,61,62,63)(H,64,65,66)(H,67,68,69)(H,70,71,72)/t28-,29+,30-,31-,32+,35-,36+,37+,38+,41-,42+,43+,44+,45+,46+,47-,48-,49-,50-,52-,53-,54-,55-,56?/m1/s1
• InChI Key: AYLUAWOQQZEILZ-VGUFOWNZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₃S₅
• Molecular Weight: 1291.60 g/mol
• Exact Mass: 1290.4476450 g/mol
• Topological Polar Surface Area (TPSA): 399.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 8.45
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9616	96.16%
Caco-2	-	0.8586	85.86%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4704	47.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8126	81.26%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9789	97.89%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.7501	75.01%
CYP3A4 substrate	+	0.7379	73.79%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.7867	78.67%
CYP3A4 inhibition	-	0.7619	76.19%
CYP2C9 inhibition	-	0.7365	73.65%
CYP2C19 inhibition	-	0.6917	69.17%
CYP2D6 inhibition	-	0.8669	86.69%
CYP1A2 inhibition	-	0.7158	71.58%
CYP2C8 inhibition	+	0.6711	67.11%
CYP inhibitory promiscuity	-	0.5724	57.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5200	52.00%
Carcinogenicity (trinary)	Non-required	0.5545	55.45%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.7351	73.51%
Skin corrosion	-	0.8848	88.48%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6766	67.66%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.8261	82.61%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7725	77.25%
Acute Oral Toxicity (c)	III	0.5651	56.51%
Estrogen receptor binding	+	0.6950	69.50%
Androgen receptor binding	+	0.7657	76.57%
Thyroid receptor binding	+	0.6621	66.21%
Glucocorticoid receptor binding	+	0.7962	79.62%
Aromatase binding	+	0.6870	68.70%
PPAR gamma	+	0.8114	81.14%
Honey bee toxicity	-	0.6308	63.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9972	99.72%

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	97.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.94%	97.25%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.31%	85.31%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.44%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.18%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.78%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.57%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.46%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.88%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.69%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	89.59%	95.93%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	88.11%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.67%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.71%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.26%	92.88%
CHEMBL4444	P04070	Vitamin K-dependent protein C	85.91%	93.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.90%	85.14%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.49%	98.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.17%	96.77%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.39%	92.78%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.11%	94.66%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.96%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.77%	90.71%
CHEMBL259	P32245	Melanocortin receptor 4	83.77%	95.38%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.15%	92.95%
CHEMBL1871	P10275	Androgen Receptor	82.80%	96.43%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.44%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.32%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163189711
• LOTUS: LTS0275752
• wikiData: Q104921205