[(2S,3R,5S,6S,10S,13R,14R,17R)-3-hydroxy-17-[(1S)-1-[(1R,2S,4R,6R)-2-[(3R)-3-[(2S,3R,5S,6S,9R,10R,13R,17R)-3-hydroxy-10,13-dimethyl-2,6-disulfooxy-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-4-yl]ethyl]-10,13-dimethyl-2-sulfooxy-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate

Details

• Internal ID: 38432bca-e053-499b-b782-fe074f0eb5fa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,5S,6S,10S,13R,14R,17R)-3-hydroxy-17-[(1S)-1-[(1R,2S,4R,6R)-2-[(3R)-3-[(2S,3R,5S,6S,9R,10R,13R,17R)-3-hydroxy-10,13-dimethyl-2,6-disulfooxy-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-4-yl]ethyl]-10,13-dimethyl-2-sulfooxy-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate
• SMILES (Canonical): CC(CCC1C2(CC(CC(O1)C(C)C3CCC4C3(CCC5=C4CC(C6C5(CC(C(C6)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C)C(O2)(C)C)C)C7CCC8=C9CC(C1CC(C(CC1(C9CCC78C)C)OS(=O)(=O)O)O)OS(=O)(=O)O
• SMILES (Isomeric): C[C@H](CC[C@H]1[C@]2(C[C@@H](C[C@@H](O1)[C@@H](C)[C@H]3CC[C@@H]4[C@@]3(CCC5=C4C[C@@H]([C@@H]6[C@@]5(C[C@@H]([C@@H](C6)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C)C(O2)(C)C)C)[C@H]7CCC8=C9C[C@@H]([C@H]1C[C@H]([C@H](C[C@@]1([C@H]9CC[C@]78C)C)OS(=O)(=O)O)O)OS(=O)(=O)O
• InChI: InChI=1S/C54H86O20S4/c1-28(33-11-13-35-31-21-44(70-75(57,58)59)39-23-41(55)46(72-77(63,64)65)26-52(39,7)37(31)16-18-50(33,35)5)10-15-48-54(9)25-30(49(3,4)74-54)20-43(69-48)29(2)34-12-14-36-32-22-45(71-76(60,61)62)40-24-42(56)47(73-78(66,67)68)27-53(40,8)38(32)17-19-51(34,36)6/h28-30,33-34,36-37,39-48,55-56H,10-27H2,1-9H3,(H,57,58,59)(H,60,61,62)(H,63,64,65)(H,66,67,68)/t28-,29+,30-,33-,34-,36+,37+,39-,40-,41-,42-,43-,44+,45+,46+,47+,48+,50-,51-,52-,53-,54-/m1/s1
• InChI Key: ZXUCRCNZPYIGEU-GKRIQZFRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₀S₄
• Molecular Weight: 1183.50 g/mol
• Exact Mass: 1182.45952982 g/mol
• Topological Polar Surface Area (TPSA): 347.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 8.13
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9657	96.57%
Caco-2	-	0.8595	85.95%
Blood Brain Barrier	+	0.7138	71.38%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4554	45.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8132	81.32%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9577	95.77%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.7444	74.44%
CYP3A4 substrate	+	0.7406	74.06%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.7867	78.67%
CYP3A4 inhibition	-	0.6911	69.11%
CYP2C9 inhibition	-	0.7326	73.26%
CYP2C19 inhibition	-	0.6862	68.62%
CYP2D6 inhibition	-	0.8643	86.43%
CYP1A2 inhibition	-	0.7208	72.08%
CYP2C8 inhibition	+	0.6836	68.36%
CYP inhibitory promiscuity	-	0.6220	62.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5000	50.00%
Carcinogenicity (trinary)	Non-required	0.5510	55.10%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.7302	73.02%
Skin corrosion	-	0.8804	88.04%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3895	38.95%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8231	82.31%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7428	74.28%
Acute Oral Toxicity (c)	III	0.5609	56.09%
Estrogen receptor binding	+	0.7350	73.50%
Androgen receptor binding	+	0.7700	77.00%
Thyroid receptor binding	+	0.5970	59.70%
Glucocorticoid receptor binding	+	0.7729	77.29%
Aromatase binding	+	0.6734	67.34%
PPAR gamma	+	0.7944	79.44%
Honey bee toxicity	-	0.6333	63.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9960	99.60%

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	98.12%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.09%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.58%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	94.12%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.07%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.93%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.65%	96.38%
CHEMBL4444	P04070	Vitamin K-dependent protein C	93.50%	93.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.09%	91.11%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.85%	85.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.78%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.22%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.27%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.07%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.29%	92.88%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	88.72%	99.17%
CHEMBL284	P27487	Dipeptidyl peptidase IV	88.69%	95.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.92%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.66%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	86.53%	95.38%
CHEMBL238	Q01959	Dopamine transporter	85.22%	95.88%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.98%	94.66%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.84%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.22%	89.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.48%	98.05%
CHEMBL233	P35372	Mu opioid receptor	83.10%	97.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.36%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.75%	90.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.71%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163106964
• LOTUS: LTS0100532
• wikiData: Q105385781