Collettinside III

Details

• Internal ID: 5d1b567a-060d-4df9-8c5e-cfa5885d50dc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C45H72O16/c1-19-9-14-45(54-18-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(52)34(50)32(48)22(4)56-41)37(53)38(29(17-46)58-42)59-40-35(51)33(49)31(47)21(3)55-40/h7,19-22,24-42,46-53H,8-18H2,1-6H3/t19-,20-,21-,22-,24-,25+,26-,27-,28-,29+,30-,31-,32-,33+,34+,35+,36+,37-,38+,39+,40-,41-,42+,43-,44-,45+/m0/s1
• InChI Key: VNONINPVFQTJOC-OKJXOJKZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₆
• Molecular Weight: 869.00 g/mol
• Exact Mass: 868.48203620 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• CHEMBL2036082
• (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(2R,5'S)-5'-tetramethylspiro[[?]-2,2'-tetrahydropyran]yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]oxy-6-methyl-tetrahydropyran-3,4,5-triol
• 3-O-[alpha-L-ramnopyranosyl(1 to 2)]-O-[alpha-L-ramnopyranosyl(1 to 4)]-O-beta-D-galactopyranosid(1)]-(25S)-spirost-5-ene-3beta-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6670	66.70%
Caco-2	-	0.8889	88.89%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9018	90.18%
OATP1B3 inhibitior	+	0.9077	90.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9143	91.43%
P-glycoprotein inhibitior	+	0.7236	72.36%
P-glycoprotein substrate	-	0.5313	53.13%
CYP3A4 substrate	+	0.7451	74.51%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9365	93.65%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.9163	91.63%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.8611	86.11%
CYP2C8 inhibition	+	0.7425	74.25%
CYP inhibitory promiscuity	-	0.8619	86.19%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4702	47.02%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.5365	53.65%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7706	77.06%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	1.0000	100.00%
skin sensitisation	-	0.9151	91.51%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7905	79.05%
Acute Oral Toxicity (c)	III	0.4854	48.54%
Estrogen receptor binding	+	0.8558	85.58%
Androgen receptor binding	+	0.7112	71.12%
Thyroid receptor binding	-	0.5615	56.15%
Glucocorticoid receptor binding	+	0.5403	54.03%
Aromatase binding	+	0.6737	67.37%
PPAR gamma	+	0.7365	73.65%
Honey bee toxicity	-	0.5545	55.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9347	93.47%

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	98.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.04%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.56%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.47%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.44%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.98%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.96%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.80%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	89.74%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.04%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.62%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.51%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.40%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	85.34%	92.50%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.52%	94.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.92%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.50%	94.00%
CHEMBL237	P41145	Kappa opioid receptor	81.49%	98.10%
CHEMBL2581	P07339	Cathepsin D	81.04%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.99%	92.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.74%	91.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.44%	97.50%

Plants that contains it

• Aconitum forrestii
• Adenium obesum
• Asparagus officinalis
• Berkheya radula
• Borassus flabellifer
• Buxus rolfei
• Calocedrus macrolepis
• Calophyllum lanigerum
• Canarium muelleri
• Capsicum baccatum
• Carissa spinarum
• Conioselinum tataricum
• Daphniphyllum subverticillatum
• Euphorbia wallichii
• Garcinia latissima
• Gentianella bellidifolia
• Lycopodium paniculatum
• Lygodium flexuosum
• Marchantia polymorpha
• Microlepia marginata
• Mikania oblongifolia
• Mollugo cerviana
• Nageia wallichiana
• Neoboutonia mannii
• Parkia javanica
• Paullinia pinnata
• Piper puberulum
• Ranunculus bulbosus
• Salvia viridis
• Sarcococca hookeriana
• Sideritis condensata
• Solanum violaceum
• Solanum virginianum

Cross-Links

• PubChem: 10653210
• NPASS: NPC171073
• LOTUS: LTS0215139
• wikiData: Q105289795