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

Details

• Internal ID: e8dc874f-0c24-4d42-ba80-03cdcc1f77e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-(5-hydroxy-5,6-dimethylhept-6-en-2-yl)-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CC(CCC(C)(C(=C)C)O)C1CCC2(C1(CCC3C2CCC4C3(CCC(C4(C)C)O)C)C)C
• SMILES (Isomeric): CC(CCC(C)(C(=C)C)O)C1CCC2(C1(CCC3C2CCC4C3(CCC(C4(C)C)O)C)C)C
• InChI: InChI=1S/C31H54O2/c1-20(2)31(9,33)19-12-21(3)22-13-17-30(8)24-10-11-25-27(4,5)26(32)15-16-28(25,6)23(24)14-18-29(22,30)7/h21-26,32-33H,1,10-19H2,2-9H3
• InChI Key: LWPDCVAXTXVXGM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₄O₂
• Molecular Weight: 458.80 g/mol
• Exact Mass: 458.412380961 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 7.78
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.5699	56.99%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4758	47.58%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.8695	86.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4546	45.46%
P-glycoprotein inhibitior	-	0.6213	62.13%
P-glycoprotein substrate	-	0.6253	62.53%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.7968	79.68%
CYP2C9 inhibition	-	0.9229	92.29%
CYP2C19 inhibition	-	0.7885	78.85%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.8874	88.74%
CYP2C8 inhibition	-	0.6881	68.81%
CYP inhibitory promiscuity	-	0.5600	56.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6374	63.74%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9366	93.66%
Skin irritation	+	0.5158	51.58%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7145	71.45%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	+	0.5538	55.38%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7928	79.28%
Acute Oral Toxicity (c)	I	0.5667	56.67%
Estrogen receptor binding	+	0.7096	70.96%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	+	0.6712	67.12%
Glucocorticoid receptor binding	+	0.7709	77.09%
Aromatase binding	+	0.7536	75.36%
PPAR gamma	+	0.5213	52.13%
Honey bee toxicity	-	0.6478	64.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	98.15%	97.25%
CHEMBL233	P35372	Mu opioid receptor	96.97%	97.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.69%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.65%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	95.58%	97.79%
CHEMBL4040	P28482	MAP kinase ERK2	94.25%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.43%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.87%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.92%	91.11%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	90.87%	95.42%
CHEMBL237	P41145	Kappa opioid receptor	90.33%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.84%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	89.00%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.10%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.46%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.16%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.00%	100.00%
CHEMBL236	P41143	Delta opioid receptor	85.72%	99.35%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.57%	82.69%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.47%	98.05%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	85.03%	99.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.58%	91.03%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.19%	85.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.95%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.16%	100.00%
CHEMBL3045	P05771	Protein kinase C beta	83.07%	97.63%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.84%	97.29%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.43%	90.08%
CHEMBL1977	P11473	Vitamin D receptor	81.23%	99.43%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.04%	93.56%
CHEMBL3837	P07711	Cathepsin L	81.00%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.38%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.28%	93.00%

Plants that contains it

• Skimmia laureola

Cross-Links

• PubChem: 163038815
• LOTUS: LTS0032754
• wikiData: Q105158475