17-(6-hydroxy-6-methylhept-4-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

Details

• Internal ID: a6670bc8-0ee8-4466-b7e4-32a6f17c1671
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-(6-hydroxy-6-methylhept-4-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CC(CC=CC(C)(C)O)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C
• SMILES (Isomeric): CC(CC=CC(C)(C)O)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C
• InChI: InChI=1S/C30H52O2/c1-20(10-9-16-26(2,3)32)21-13-18-29(7)22(21)11-12-24-28(6)17-15-25(31)27(4,5)23(28)14-19-30(24,29)8/h9,16,20-25,31-32H,10-15,17-19H2,1-8H3
• InChI Key: GXUGHIFGMWNGAW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₂
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.396730897 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.39
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	-	0.5919	59.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5556	55.56%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8886	88.86%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8251	82.51%
P-glycoprotein inhibitior	-	0.5537	55.37%
P-glycoprotein substrate	-	0.8252	82.52%
CYP3A4 substrate	+	0.6748	67.48%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7563	75.63%
CYP3A4 inhibition	-	0.8779	87.79%
CYP2C9 inhibition	-	0.9223	92.23%
CYP2C19 inhibition	-	0.7628	76.28%
CYP2D6 inhibition	-	0.9653	96.53%
CYP1A2 inhibition	-	0.7017	70.17%
CYP2C8 inhibition	-	0.6891	68.91%
CYP inhibitory promiscuity	-	0.6717	67.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6534	65.34%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9447	94.47%
Skin irritation	+	0.5372	53.72%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.7491	74.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7005	70.05%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	+	0.5685	56.85%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9226	92.26%
Acute Oral Toxicity (c)	III	0.7055	70.55%
Estrogen receptor binding	+	0.8427	84.27%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	+	0.7090	70.90%
Glucocorticoid receptor binding	+	0.8089	80.89%
Aromatase binding	+	0.6960	69.60%
PPAR gamma	+	0.5230	52.30%
Honey bee toxicity	-	0.7137	71.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9796	97.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.79%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.78%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.57%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.33%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	89.26%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.80%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.66%	91.03%
CHEMBL2581	P07339	Cathepsin D	87.28%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.62%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.81%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.15%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	84.09%	99.43%
CHEMBL221	P23219	Cyclooxygenase-1	83.62%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.60%	85.31%
CHEMBL2996	Q05655	Protein kinase C delta	83.26%	97.79%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.11%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.61%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.36%	92.62%
CHEMBL240	Q12809	HERG	81.17%	89.76%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.78%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.28%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.23%	95.56%

Plants that contains it

• Santolina oblongifolia

Cross-Links

• PubChem: 163056365
• LOTUS: LTS0185676
• wikiData: Q105023403