4-(Hydroxymethyl)-17-(6-hydroxy-6-methyl-5-methylideneheptan-2-yl)-4,10,13,14-tetramethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one

Details

• Internal ID: 50a092af-e0a1-4a10-9ec0-fdb66081605d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 4-(hydroxymethyl)-17-(6-hydroxy-6-methyl-5-methylideneheptan-2-yl)-4,10,13,14-tetramethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one
• SMILES (Canonical): CC(CCC(=C)C(C)(C)O)C1CCC2(C1(CCC3=C2C(=O)CC4C3(CCC(C4(C)CO)OC5C(C(C(C(O5)CO)O)O)O)C)C)C
• SMILES (Isomeric): CC(CCC(=C)C(C)(C)O)C1CCC2(C1(CCC3=C2C(=O)CC4C3(CCC(C4(C)CO)OC5C(C(C(C(O5)CO)O)O)O)C)C)C
• InChI: InChI=1S/C37H60O9/c1-20(9-10-21(2)33(3,4)44)22-11-16-37(8)28-23(12-15-36(22,37)7)34(5)14-13-27(35(6,19-39)26(34)17-24(28)40)46-32-31(43)30(42)29(41)25(18-38)45-32/h20,22,25-27,29-32,38-39,41-44H,2,9-19H2,1,3-8H3
• InChI Key: HGSAJZPZVDLPMK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₉
• Molecular Weight: 648.90 g/mol
• Exact Mass: 648.42373349 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8088	80.88%
Caco-2	-	0.8238	82.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8264	82.64%
OATP2B1 inhibitior	-	0.5768	57.68%
OATP1B1 inhibitior	+	0.8012	80.12%
OATP1B3 inhibitior	-	0.3470	34.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.5562	55.62%
P-glycoprotein inhibitior	+	0.7317	73.17%
P-glycoprotein substrate	-	0.5261	52.61%
CYP3A4 substrate	+	0.7269	72.69%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.9198	91.98%
CYP2C9 inhibition	-	0.8065	80.65%
CYP2C19 inhibition	-	0.8471	84.71%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	-	0.8088	80.88%
CYP2C8 inhibition	+	0.6434	64.34%
CYP inhibitory promiscuity	-	0.8987	89.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.5864	58.64%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6848	68.48%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8911	89.11%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4769	47.69%
Acute Oral Toxicity (c)	III	0.7231	72.31%
Estrogen receptor binding	+	0.6946	69.46%
Androgen receptor binding	+	0.7598	75.98%
Thyroid receptor binding	-	0.5200	52.00%
Glucocorticoid receptor binding	+	0.6441	64.41%
Aromatase binding	+	0.6880	68.80%
PPAR gamma	+	0.6032	60.32%
Honey bee toxicity	-	0.6425	64.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9848	98.48%

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	98.90%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.80%	97.25%
CHEMBL2581	P07339	Cathepsin D	98.55%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.59%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.25%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.74%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.00%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.13%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.92%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.08%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	86.88%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.08%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.01%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.42%	92.62%
CHEMBL237	P41145	Kappa opioid receptor	85.40%	98.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.58%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.04%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.73%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.70%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.32%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.96%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.70%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.32%	89.05%
CHEMBL220	P22303	Acetylcholinesterase	81.99%	94.45%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.84%	92.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.11%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.98%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.43%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	80.34%	93.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.15%	100.00%

Plants that contains it

• Silybum marianum

Cross-Links

• PubChem: 163046537
• LOTUS: LTS0048150
• wikiData: Q105027938