(3S)-5-[[(2R,3R,5R,10S,12S,13R,14S,17S)-3-acetyloxy-12-hydroxy-17-[(2S,3S,6R)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

Details

• Internal ID: a46614b6-5310-47a1-92fb-9130d7aef3cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S)-5-[[(2R,3R,5R,10S,12S,13R,14S,17S)-3-acetyloxy-12-hydroxy-17-[(2S,3S,6R)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
• SMILES (Canonical): CC(=O)OC1C(CC2(C(C1(C)C)CCC3=C2CC(C4(C3(CCC4C5CCC(OC5O)C(C)(C)O)C)C)O)C)OC(=O)CC(C)(CC(=O)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H](C[C@]2([C@H](C1(C)C)CCC3=C2C[C@@H]([C@]4([C@]3(CC[C@H]4[C@@H]5CC[C@@H](O[C@@H]5O)C(C)(C)O)C)C)O)C)OC(=O)C[C@](C)(CC(=O)O)O
• InChI: InChI=1S/C38H60O11/c1-20(39)47-31-25(48-30(43)19-35(6,46)18-29(41)42)17-36(7)24-16-27(40)38(9)22(21-10-13-28(34(4,5)45)49-32(21)44)14-15-37(38,8)23(24)11-12-26(36)33(31,2)3/h21-22,25-28,31-32,40,44-46H,10-19H2,1-9H3,(H,41,42)/t21-,22-,25+,26-,27-,28+,31-,32-,35-,36+,37-,38-/m0/s1
• InChI Key: CBOCHURFHBDQGB-WGVZWIRCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₁₁
• Molecular Weight: 692.90 g/mol
• Exact Mass: 692.41356273 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9662	96.62%
Caco-2	-	0.8516	85.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8065	80.65%
OATP2B1 inhibitior	-	0.7207	72.07%
OATP1B1 inhibitior	+	0.8115	81.15%
OATP1B3 inhibitior	+	0.8083	80.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8175	81.75%
P-glycoprotein inhibitior	+	0.7767	77.67%
P-glycoprotein substrate	+	0.5487	54.87%
CYP3A4 substrate	+	0.7320	73.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8788	87.88%
CYP3A4 inhibition	-	0.5623	56.23%
CYP2C9 inhibition	-	0.8186	81.86%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.8979	89.79%
CYP2C8 inhibition	+	0.6577	65.77%
CYP inhibitory promiscuity	-	0.8397	83.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6665	66.65%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9126	91.26%
Skin irritation	+	0.5450	54.50%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5710	57.10%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5949	59.49%
skin sensitisation	-	0.8674	86.74%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7424	74.24%
Acute Oral Toxicity (c)	I	0.7438	74.38%
Estrogen receptor binding	+	0.7039	70.39%
Androgen receptor binding	+	0.7464	74.64%
Thyroid receptor binding	-	0.5456	54.56%
Glucocorticoid receptor binding	+	0.7111	71.11%
Aromatase binding	+	0.7050	70.50%
PPAR gamma	+	0.6803	68.03%
Honey bee toxicity	-	0.6681	66.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	98.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.35%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.73%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.29%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.22%	89.05%
CHEMBL204	P00734	Thrombin	90.18%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.09%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.63%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.95%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.09%	95.89%
CHEMBL5028	O14672	ADAM10	86.80%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.72%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.00%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.05%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.37%	93.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.15%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.00%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.96%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.51%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.83%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.51%	99.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.49%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.42%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	80.16%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163073330
• LOTUS: LTS0097652
• wikiData: Q104952557