(2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,7S,8R,9S,12S,13S,15R,16R,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,15-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: c6fc02ce-d09c-4bb6-84d6-13776477041c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,7S,8R,9S,12S,13S,15R,16R,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,15-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CCC5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O)C)C)OC1(CC[C@@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C63H106O35/c1-21(20-86-55-46(80)42(76)37(71)30(14-64)88-55)7-10-63(85)22(2)36-29(98-63)12-26-24-6-5-23-11-28(27(70)13-62(23,4)25(24)8-9-61(26,36)3)87-56-49(83)45(79)51(35(19-69)93-56)94-60-54(53(41(75)34(18-68)92-60)96-58-48(82)44(78)39(73)32(16-66)90-58)97-59-50(84)52(40(74)33(17-67)91-59)95-57-47(81)43(77)38(72)31(15-65)89-57/h21-60,64-85H,5-20H2,1-4H3/t21-,22+,23+,24-,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-,50-,51+,52+,53+,54-,55-,56-,57+,58+,59+,60+,61+,62+,63?/m1/s1
• InChI Key: MFHFOWCCIUBMFM-JIQRIUMBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₆O₃₅
• Molecular Weight: 1423.50 g/mol
• Exact Mass: 1422.6514651 g/mol
• Topological Polar Surface Area (TPSA): 565.00 Ų
• XlogP: -5.60
• Atomic LogP (AlogP): -9.34
• H-Bond Acceptor: 35
• H-Bond Donor: 22
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8164	81.64%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.5589	55.89%
CYP3A4 substrate	+	0.7537	75.37%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6703	67.03%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.8378	83.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8177	81.77%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8533	85.33%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9223	92.23%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8591	85.91%
Androgen receptor binding	+	0.6928	69.28%
Thyroid receptor binding	+	0.5580	55.80%
Glucocorticoid receptor binding	+	0.6501	65.01%
Aromatase binding	+	0.6525	65.25%
PPAR gamma	+	0.7917	79.17%
Honey bee toxicity	-	0.5704	57.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.41%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.87%	92.86%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.19%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	95.03%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.78%	95.93%
CHEMBL4302	P08183	P-glycoprotein 1	92.64%	92.98%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.21%	97.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.65%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	91.46%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.76%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	90.65%	93.18%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.01%	98.05%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.70%	95.36%
CHEMBL221	P23219	Cyclooxygenase-1	88.68%	90.17%
CHEMBL233	P35372	Mu opioid receptor	88.49%	97.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.09%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.83%	95.58%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.75%	93.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.07%	89.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.93%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.87%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.64%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	86.59%	97.79%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	86.57%	97.86%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.21%	91.03%
CHEMBL204	P00734	Thrombin	85.02%	96.01%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.83%	92.78%
CHEMBL5255	O00206	Toll-like receptor 4	84.66%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.73%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.60%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	83.53%	95.38%
CHEMBL206	P03372	Estrogen receptor alpha	83.13%	97.64%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.04%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.28%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.14%	96.47%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	82.13%	96.67%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.81%	100.00%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	81.74%	87.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.73%	97.25%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.51%	92.38%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.15%	98.46%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.27%	99.17%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 76323353
• LOTUS: LTS0272448
• wikiData: Q105162667