17-(7-Hydroxy-6-methylhept-5-en-2-yl)-4,4,10,13,14-pentamethyl-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

Details

• Internal ID: 81306ec5-eaac-407c-9d43-8218df55d655
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-(7-hydroxy-6-methylhept-5-en-2-yl)-4,4,10,13,14-pentamethyl-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• SMILES (Canonical): CC(CCC=C(C)CO)C1CCC2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C
• SMILES (Isomeric): CC(CCC=C(C)CO)C1CCC2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C
• InChI: InChI=1S/C30H48O2/c1-20(19-31)9-8-10-21(2)22-13-17-30(7)24-11-12-25-27(3,4)26(32)15-16-28(25,5)23(24)14-18-29(22,30)6/h9,21-22,25,31H,8,10-19H2,1-7H3
• InChI Key: LQDMOLZOYHRNQH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₂
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.365430770 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.66
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.6155	61.55%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7277	72.77%
OATP2B1 inhibitior	-	0.7224	72.24%
OATP1B1 inhibitior	+	0.7800	78.00%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6658	66.58%
BSEP inhibitior	+	0.9152	91.52%
P-glycoprotein inhibitior	+	0.6009	60.09%
P-glycoprotein substrate	-	0.6654	66.54%
CYP3A4 substrate	+	0.6539	65.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.9099	90.99%
CYP2C9 inhibition	-	0.8682	86.82%
CYP2C19 inhibition	-	0.7844	78.44%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8459	84.59%
CYP2C8 inhibition	-	0.6224	62.24%
CYP inhibitory promiscuity	-	0.7114	71.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9478	94.78%
Skin irritation	+	0.5149	51.49%
Skin corrosion	-	0.9694	96.94%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7870	78.70%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.8197	81.97%
skin sensitisation	-	0.6518	65.18%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5508	55.08%
Acute Oral Toxicity (c)	III	0.8717	87.17%
Estrogen receptor binding	+	0.7478	74.78%
Androgen receptor binding	+	0.7365	73.65%
Thyroid receptor binding	+	0.7718	77.18%
Glucocorticoid receptor binding	+	0.8042	80.42%
Aromatase binding	+	0.7422	74.22%
PPAR gamma	+	0.6979	69.79%
Honey bee toxicity	-	0.8153	81.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9811	98.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.78%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	93.86%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.86%	91.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.89%	91.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.50%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.26%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.41%	90.08%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	87.37%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL325	Q13547	Histone deacetylase 1	86.60%	95.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.37%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.33%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.03%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.03%	82.69%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.41%	98.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.16%	93.00%
CHEMBL1907	P15144	Aminopeptidase N	83.41%	93.31%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.70%	96.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.26%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.10%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.78%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.64%	93.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.40%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.21%	99.23%

Plants that contains it

• Pistacia terebinthus

Cross-Links

• PubChem: 85122621
• LOTUS: LTS0034262
• wikiData: Q105155485