(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5S,10S,13R,17R)-17-[(1R,2S,4S,5S,6R,8S,11S)-1,4-dihydroxy-8,11-dimethyl-3,7,9-trioxatricyclo[6.3.0.02,6]undecan-5-yl]-10,13-dimethyl-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 05f94de6-0354-4580-bd6f-4464c957a2be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5S,10S,13R,17R)-17-[(1R,2S,4S,5S,6R,8S,11S)-1,4-dihydroxy-8,11-dimethyl-3,7,9-trioxatricyclo[6.3.0.02,6]undecan-5-yl]-10,13-dimethyl-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1COC2(C1(C3C(O2)C(C(O3)O)C4CC=C5C4(CCC6=C5CCC7C6(CCC(C7)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)O)C
• SMILES (Isomeric): C[C@H]1CO[C@@]2([C@@]1([C@@H]3[C@H](O2)[C@@H]([C@H](O3)O)[C@H]4CC=C5[C@@]4(CCC6=C5CC[C@@H]7[C@@]6(CC[C@@H](C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)C)C)O)C
• InChI: InChI=1S/C41H62O16/c1-17-16-51-40(4)41(17,50)34-32(57-40)26(35(49)56-34)23-8-7-21-20-6-5-18-13-19(9-11-38(18,2)22(20)10-12-39(21,23)3)52-37-33(30(47)28(45)25(15-43)54-37)55-36-31(48)29(46)27(44)24(14-42)53-36/h7,17-19,23-37,42-50H,5-6,8-16H2,1-4H3/t17-,18-,19-,23+,24+,25+,26-,27-,28+,29-,30-,31+,32+,33+,34-,35-,36-,37+,38-,39-,40-,41+/m0/s1
• InChI Key: XXHCZXMNBAXGQV-HRHUZOEUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₂O₁₆
• Molecular Weight: 810.90 g/mol
• Exact Mass: 810.40378589 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.52
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7814	78.14%
Caco-2	-	0.8867	88.67%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8016	80.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	+	0.8903	89.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8680	86.80%
P-glycoprotein inhibitior	+	0.7220	72.20%
P-glycoprotein substrate	+	0.6216	62.16%
CYP3A4 substrate	+	0.7362	73.62%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.9325	93.25%
CYP2C9 inhibition	-	0.9056	90.56%
CYP2C19 inhibition	-	0.9096	90.96%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8942	89.42%
CYP2C8 inhibition	+	0.7381	73.81%
CYP inhibitory promiscuity	-	0.8308	83.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5393	53.93%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.6015	60.15%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	-	0.7579	75.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.6888	68.88%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5987	59.87%
skin sensitisation	-	0.9273	92.73%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7239	72.39%
Acute Oral Toxicity (c)	I	0.6643	66.43%
Estrogen receptor binding	+	0.8369	83.69%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	-	0.5619	56.19%
Glucocorticoid receptor binding	+	0.6454	64.54%
Aromatase binding	+	0.6760	67.60%
PPAR gamma	+	0.7302	73.02%
Honey bee toxicity	-	0.6166	61.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9555	95.55%

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	98.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.82%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.57%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.68%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.62%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.27%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.78%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.76%	94.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.36%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.07%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	89.65%	95.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.81%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.93%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	86.80%	94.75%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.83%	94.97%
CHEMBL226	P30542	Adenosine A1 receptor	85.62%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.40%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.95%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.89%	85.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.75%	97.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.62%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.54%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.13%	94.08%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.37%	97.53%
CHEMBL1871	P10275	Androgen Receptor	81.36%	96.43%

Plants that contains it

• Vernonia colorata

Cross-Links

• PubChem: 163007856
• LOTUS: LTS0266293
• wikiData: Q105344018