6-(3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methylhept-1-ene-3,4-diol

Details

• Internal ID: f5c8d8ae-efd4-486a-92d6-10fb812c9a7e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 6-(3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methylhept-1-ene-3,4-diol
• SMILES (Canonical): CC(CC(C(C(=C)C)O)O)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)O)C)C)C
• SMILES (Isomeric): CC(CC(C(C(=C)C)O)O)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)O)C)C)C
• InChI: InChI=1S/C30H50O3/c1-18(2)26(33)23(31)17-19(3)20-11-15-30(8)22-9-10-24-27(4,5)25(32)13-14-28(24,6)21(22)12-16-29(20,30)7/h9,19-21,23-26,31-33H,1,10-17H2,2-8H3
• InChI Key: UZHXNBXRKZGMSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.28
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	-	0.5598	55.98%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6632	66.32%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.8915	89.15%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7166	71.66%
P-glycoprotein inhibitior	-	0.6580	65.80%
P-glycoprotein substrate	-	0.5541	55.41%
CYP3A4 substrate	+	0.6565	65.65%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7127	71.27%
CYP3A4 inhibition	-	0.8327	83.27%
CYP2C9 inhibition	-	0.8725	87.25%
CYP2C19 inhibition	-	0.7286	72.86%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.9265	92.65%
CYP2C8 inhibition	-	0.6309	63.09%
CYP inhibitory promiscuity	-	0.7758	77.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6802	68.02%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9525	95.25%
Skin irritation	+	0.5383	53.83%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6762	67.62%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5982	59.82%
skin sensitisation	-	0.6444	64.44%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7982	79.82%
Acute Oral Toxicity (c)	III	0.4754	47.54%
Estrogen receptor binding	+	0.6597	65.97%
Androgen receptor binding	+	0.7592	75.92%
Thyroid receptor binding	+	0.6893	68.93%
Glucocorticoid receptor binding	+	0.7580	75.80%
Aromatase binding	+	0.6563	65.63%
PPAR gamma	+	0.5785	57.85%
Honey bee toxicity	-	0.7635	76.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	97.81%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.28%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.03%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.88%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.22%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.12%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.06%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.04%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.02%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.24%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.22%	94.45%

Plants that contains it

• Turraea pubescens

Cross-Links

• PubChem: 74334035
• LOTUS: LTS0241505
• wikiData: Q105282213