17-(2,5-Dihydroxy-6-methylhept-6-en-2-yl)-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-3,12,17-triol

Details

• Internal ID: dda1642c-a103-44af-9e65-4276dbf1015c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-3,12,17-triol
• SMILES (Canonical): CC(=C)C(CCC(C)(C1(CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)O)O)O
• SMILES (Isomeric): CC(=C)C(CCC(C)(C1(CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)O)O)O
• InChI: InChI=1S/C30H52O5/c1-18(2)19(31)9-14-29(8,34)30(35)16-15-28(7)24(30)20(32)17-22-26(5)12-11-23(33)25(3,4)21(26)10-13-27(22,28)6/h19-24,31-35H,1,9-17H2,2-8H3
• InChI Key: GTRLKOLLAMWWRB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₅
• Molecular Weight: 492.70 g/mol
• Exact Mass: 492.38147475 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9732	97.32%
Caco-2	-	0.7229	72.29%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4932	49.32%
OATP2B1 inhibitior	-	0.5740	57.40%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.8556	85.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6114	61.14%
P-glycoprotein inhibitior	-	0.6206	62.06%
P-glycoprotein substrate	-	0.5749	57.49%
CYP3A4 substrate	+	0.7101	71.01%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.8538	85.38%
CYP2C9 inhibition	-	0.8304	83.04%
CYP2C19 inhibition	-	0.7307	73.07%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.8908	89.08%
CYP2C8 inhibition	-	0.6043	60.43%
CYP inhibitory promiscuity	-	0.8609	86.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7056	70.56%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9157	91.57%
Skin irritation	+	0.5569	55.69%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	-	0.7178	71.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.3856	38.56%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7968	79.68%
skin sensitisation	-	0.7244	72.44%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6596	65.96%
Acute Oral Toxicity (c)	I	0.7612	76.12%
Estrogen receptor binding	+	0.6914	69.14%
Androgen receptor binding	+	0.6979	69.79%
Thyroid receptor binding	+	0.6244	62.44%
Glucocorticoid receptor binding	+	0.7090	70.90%
Aromatase binding	+	0.7421	74.21%
PPAR gamma	+	0.6214	62.14%
Honey bee toxicity	-	0.6608	66.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	99.01%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	96.58%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.74%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.18%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.42%	82.69%
CHEMBL206	P03372	Estrogen receptor alpha	91.87%	97.64%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.45%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.14%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.59%	85.31%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.40%	95.58%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.27%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.87%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.79%	98.95%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	88.58%	95.42%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.17%	91.03%
CHEMBL1902	P62942	FK506-binding protein 1A	86.90%	97.05%
CHEMBL233	P35372	Mu opioid receptor	86.08%	97.93%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.93%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.62%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.49%	92.86%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.80%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.41%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.35%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.66%	100.00%
CHEMBL204	P00734	Thrombin	83.33%	96.01%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.80%	95.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.41%	97.29%
CHEMBL237	P41145	Kappa opioid receptor	82.22%	98.10%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.72%	96.47%
CHEMBL3045	P05771	Protein kinase C beta	81.66%	97.63%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.63%	90.93%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.49%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.95%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.83%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.64%	95.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.52%	98.33%

Plants that contains it

• Betula pendula

Cross-Links

• PubChem: 73072660
• LOTUS: LTS0221836
• wikiData: Q105019322