(5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-2-butoxy-5-[(1S)-1,2-dihydroxy-2-methylpropyl]oxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

Details

• Internal ID: 71724a00-8ac9-47c3-807d-04dbb5bb2ff5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-2-butoxy-5-[(1S)-1,2-dihydroxy-2-methylpropyl]oxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• SMILES (Canonical): CCCCOC1C(CC(O1)C(C(C)(C)O)O)C2CCC3(C2(CCC4C3=CCC5C4(CCC(=O)C5(C)C)C)C)C
• SMILES (Isomeric): CCCCO[C@H]1[C@@H](C[C@@H](O1)[C@@H](C(C)(C)O)O)[C@@H]2CC[C@]3([C@]2(CC[C@H]4C3=CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)C)C
• InChI: InChI=1S/C34H56O5/c1-9-10-19-38-29-21(20-25(39-29)28(36)31(4,5)37)22-13-17-34(8)24-11-12-26-30(2,3)27(35)15-16-32(26,6)23(24)14-18-33(22,34)7/h11,21-23,25-26,28-29,36-37H,9-10,12-20H2,1-8H3/t21-,22-,23-,25+,26-,28-,29+,32+,33-,34+/m0/s1
• InChI Key: RKDFOKYMJHCECU-XWDMCOEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₆O₅
• Molecular Weight: 544.80 g/mol
• Exact Mass: 544.41277488 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.84
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.6587	65.87%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8306	83.06%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.8958	89.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8339	83.39%
P-glycoprotein inhibitior	+	0.6594	65.94%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7325	73.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.6454	64.54%
CYP2C9 inhibition	-	0.5771	57.71%
CYP2C19 inhibition	-	0.7141	71.41%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.7257	72.57%
CYP2C8 inhibition	+	0.7782	77.82%
CYP inhibitory promiscuity	-	0.6190	61.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5334	53.34%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9372	93.72%
Skin irritation	+	0.4943	49.43%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6671	66.71%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8943	89.43%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6876	68.76%
Acute Oral Toxicity (c)	III	0.4551	45.51%
Estrogen receptor binding	+	0.6260	62.60%
Androgen receptor binding	+	0.7474	74.74%
Thyroid receptor binding	+	0.5750	57.50%
Glucocorticoid receptor binding	+	0.7482	74.82%
Aromatase binding	+	0.6887	68.87%
PPAR gamma	+	0.5977	59.77%
Honey bee toxicity	-	0.7763	77.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.86%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.18%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.19%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.37%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.05%	86.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	88.77%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.44%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.81%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	87.68%	93.18%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.13%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.59%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.54%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	85.43%	93.31%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.41%	89.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.57%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.50%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.29%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.71%	90.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.70%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.17%	85.94%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.84%	97.50%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	81.44%	95.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.43%	95.71%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.37%	97.29%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.36%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.26%	96.77%

Plants that contains it

• Khaya senegalensis

Cross-Links

• PubChem: 46210595
• LOTUS: LTS0221856
• wikiData: Q105238317