17-(5-hydroxy-6-methylhepta-1,6-dien-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: 4ac8b8c5-d73d-4d54-a9b9-d9cbf05e3e15
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-(5-hydroxy-6-methylhepta-1,6-dien-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(=C)C(CCC(=C)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C)O
• SMILES (Isomeric): CC(=C)C(CCC(=C)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C)O
• InChI: InChI=1S/C30H50O2/c1-19(2)23(31)11-9-20(3)21-13-17-29(7)22(21)10-12-25-28(6)16-15-26(32)27(4,5)24(28)14-18-30(25,29)8/h21-26,31-32H,1,3,9-18H2,2,4-8H3
• InChI Key: WXSZYFSBLQQISH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 9.00
• Atomic LogP (AlogP): 7.31
• 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	-	0.5880	58.80%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4758	47.58%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.8695	86.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5335	53.35%
P-glycoprotein inhibitior	-	0.6627	66.27%
P-glycoprotein substrate	-	0.7571	75.71%
CYP3A4 substrate	+	0.6948	69.48%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
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	-	0.6635	66.35%
CYP inhibitory promiscuity	-	0.5600	56.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6374	63.74%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9147	91.47%
Skin irritation	+	0.5158	51.58%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7837	78.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6982	69.82%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7573	75.73%
skin sensitisation	+	0.5538	55.38%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7988	79.88%
Acute Oral Toxicity (c)	I	0.5667	56.67%
Estrogen receptor binding	+	0.7292	72.92%
Androgen receptor binding	+	0.7614	76.14%
Thyroid receptor binding	+	0.6293	62.93%
Glucocorticoid receptor binding	+	0.7627	76.27%
Aromatase binding	+	0.7288	72.88%
PPAR gamma	+	0.5329	53.29%
Honey bee toxicity	-	0.6907	69.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.91%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.51%	82.69%
CHEMBL4302	P08183	P-glycoprotein 1	93.58%	92.98%
CHEMBL240	Q12809	HERG	92.72%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.23%	91.11%
CHEMBL233	P35372	Mu opioid receptor	90.87%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.52%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	89.21%	92.97%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.94%	95.89%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	88.36%	97.34%
CHEMBL1937	Q92769	Histone deacetylase 2	85.12%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.87%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.66%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.53%	94.45%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.43%	97.86%
CHEMBL206	P03372	Estrogen receptor alpha	84.16%	97.64%
CHEMBL237	P41145	Kappa opioid receptor	82.63%	98.10%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.31%	99.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.14%	90.08%
CHEMBL221	P23219	Cyclooxygenase-1	80.43%	90.17%

Plants that contains it

• Aglaia odorata

Cross-Links

• PubChem: 14524501
• LOTUS: LTS0114687
• wikiData: Q105314907