(3S,4R,5R,10S,13R,14R,17R)-17-[(2S,3R,4S,5R)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-4,10,13-trimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,5,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-4-carboxylic acid

Details

• Internal ID: 10d7328b-7b59-46aa-8c7a-e3f8105bf9fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,4R,5R,10S,13R,14R,17R)-17-[(2S,3R,4S,5R)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-4,10,13-trimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,5,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-4-carboxylic acid
• SMILES (Canonical): CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3=C2CCC4C3(CCC(C4(C)C(=O)O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)O)O
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H]([C@]4(C)C(=O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)C)C)[C@H]([C@H]([C@H](C)C(C)C)O)O
• InChI: InChI=1S/C42H70O15/c1-18(2)19(3)29(44)30(45)20(4)22-9-10-23-21-8-11-27-41(6,24(21)12-14-40(22,23)5)15-13-28(42(27,7)39(52)53)57-38-36(51)34(49)32(47)26(56-38)17-54-37-35(50)33(48)31(46)25(16-43)55-37/h18-20,22-23,25-38,43-51H,8-17H2,1-7H3,(H,52,53)/t19-,20+,22-,23+,25-,26-,27-,28+,29+,30-,31-,32-,33+,34+,35-,36-,37-,38+,40-,41-,42-/m1/s1
• InChI Key: ZBCKNXPEFFPBSK-QNOURVOTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₅
• Molecular Weight: 815.00 g/mol
• Exact Mass: 814.47147152 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7907	79.07%
Caco-2	-	0.8872	88.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8651	86.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	-	0.4111	41.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.6674	66.74%
P-glycoprotein inhibitior	+	0.7346	73.46%
P-glycoprotein substrate	-	0.6150	61.50%
CYP3A4 substrate	+	0.6911	69.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9642	96.42%
CYP2C9 inhibition	-	0.8723	87.23%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	-	0.8907	89.07%
CYP2C8 inhibition	+	0.5928	59.28%
CYP inhibitory promiscuity	-	0.9193	91.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6168	61.68%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.5922	59.22%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7758	77.58%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6976	69.76%
skin sensitisation	-	0.9044	90.44%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6631	66.31%
Acute Oral Toxicity (c)	III	0.7126	71.26%
Estrogen receptor binding	+	0.8358	83.58%
Androgen receptor binding	+	0.7185	71.85%
Thyroid receptor binding	-	0.5985	59.85%
Glucocorticoid receptor binding	+	0.6261	62.61%
Aromatase binding	+	0.6594	65.94%
PPAR gamma	+	0.7455	74.55%
Honey bee toxicity	-	0.7640	76.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9649	96.49%

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	97.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.78%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.08%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.18%	96.38%
CHEMBL2581	P07339	Cathepsin D	87.46%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.40%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.61%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.07%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.05%	89.00%
CHEMBL5028	O14672	ADAM10	85.05%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.40%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	83.95%	96.76%
CHEMBL220	P22303	Acetylcholinesterase	83.90%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	83.86%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.63%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.59%	82.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.47%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.01%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.39%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.26%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102219727
• LOTUS: LTS0146606
• wikiData: Q105370465