CID 11697907

Details

• Internal ID: ce3af64d-71d0-4304-abd4-76db2090be66
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,5R,10S,13R,14R,15S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,15-diol
• SMILES (Canonical): CC(CCC=C(C)C)C1CC(C2(C1(CC=C3C2=CCC4C3(CCC(C4(C)C)O)C)C)C)O
• SMILES (Isomeric): C[C@H](CCC=C(C)C)[C@H]1C[C@@H]([C@@]2([C@@]1(CC=C3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)O
• InChI: InChI=1S/C30H48O2/c1-19(2)10-9-11-20(3)23-18-26(32)30(8)22-12-13-24-27(4,5)25(31)15-16-28(24,6)21(22)14-17-29(23,30)7/h10,12,14,20,23-26,31-32H,9,11,13,15-18H2,1-8H3/t20-,23-,24+,25+,26+,28-,29-,30-/m1/s1
• InChI Key: CCFQLQIYEHITNK-SSORVZQWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₂
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.365430770 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.23
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL486808
• (3S,5R,10S,13R,14R,15S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,15-diol
• BDBM50241886
• (3S,5R,10S,13R,14R,15S,17R)-4,4,10,13,14-pentamethyl-17-((R)-6-methylhept-5-en-2-yl)-2,3,4,5,6,10,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,15-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7121	71.21%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5918	59.18%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8912	89.12%
P-glycoprotein inhibitior	-	0.4680	46.80%
P-glycoprotein substrate	-	0.6071	60.71%
CYP3A4 substrate	+	0.6312	63.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7337	73.37%
CYP3A4 inhibition	-	0.8517	85.17%
CYP2C9 inhibition	-	0.9270	92.70%
CYP2C19 inhibition	-	0.8107	81.07%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8907	89.07%
CYP2C8 inhibition	-	0.6530	65.30%
CYP inhibitory promiscuity	-	0.5193	51.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5928	59.28%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9557	95.57%
Skin irritation	+	0.5398	53.98%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.7481	74.81%
Human Ether-a-go-go-Related Gene inhibition	+	0.6555	65.55%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5612	56.12%
skin sensitisation	+	0.5137	51.37%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7507	75.07%
Acute Oral Toxicity (c)	III	0.6859	68.59%
Estrogen receptor binding	+	0.7788	77.88%
Androgen receptor binding	+	0.6736	67.36%
Thyroid receptor binding	+	0.7660	76.60%
Glucocorticoid receptor binding	+	0.8148	81.48%
Aromatase binding	+	0.7206	72.06%
PPAR gamma	+	0.6028	60.28%
Honey bee toxicity	-	0.7880	78.80%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9869	98.69%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2808	Q13133	LXR-alpha	30 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.21%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.19%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.59%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.81%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.98%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.45%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.70%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.41%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.86%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	84.69%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	83.47%	97.79%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.75%	85.30%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.46%	95.58%

Plants that contains it

• Anonidium mannii
• Duguetia glabriuscula
• Greenwayodendron oliveri
• Guatteria blepharophylla
• Piptostigma fugax
• Uvariastrum zenkeri

Cross-Links

• PubChem: 11697907
• LOTUS: LTS0226379
• wikiData: Q104396161