(1S,3R,8R,11S,12S,15R,16R)-15-[(2R)-4-hydroxybutan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one

Details

• Internal ID: d682dcaf-85c2-4efc-9604-f90be89939d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,3R,8R,11S,12S,15R,16R)-15-[(2R)-4-hydroxybutan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one
• InChI: InChI=1S/C26H42O2/c1-17(10-15-27)18-8-11-24(5)20-7-6-19-22(2,3)21(28)9-12-25(19)16-26(20,25)14-13-23(18,24)4/h17-20,27H,6-16H2,1-5H3/t17-,18-,19+,20+,23-,24+,25-,26+/m1/s1
• InChI Key: VZELZBPBFSGJNS-QUVGGSQPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₂O₂
• Molecular Weight: 386.60 g/mol
• Exact Mass: 386.318480578 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.01
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

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	+	0.6117	61.17%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5784	57.84%
OATP2B1 inhibitior	-	0.8658	86.58%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5436	54.36%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7783	77.83%
P-glycoprotein substrate	-	0.7666	76.66%
CYP3A4 substrate	+	0.5873	58.73%
CYP2C9 substrate	-	0.8135	81.35%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	-	0.9056	90.56%
CYP2C9 inhibition	-	0.7137	71.37%
CYP2C19 inhibition	-	0.8806	88.06%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.7484	74.84%
CYP2C8 inhibition	-	0.8402	84.02%
CYP inhibitory promiscuity	-	0.9311	93.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7027	70.27%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9436	94.36%
Skin irritation	-	0.6178	61.78%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5068	50.68%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7564	75.64%
skin sensitisation	-	0.6030	60.30%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7153	71.53%
Acute Oral Toxicity (c)	III	0.7433	74.33%
Estrogen receptor binding	+	0.8660	86.60%
Androgen receptor binding	+	0.7274	72.74%
Thyroid receptor binding	+	0.7446	74.46%
Glucocorticoid receptor binding	+	0.8165	81.65%
Aromatase binding	+	0.8062	80.62%
PPAR gamma	+	0.5407	54.07%
Honey bee toxicity	-	0.8637	86.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9000	90.00%

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	95.95%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.47%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.58%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.57%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.84%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.36%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.92%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.83%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.61%	82.69%

Plants that contains it

• Mallotus macrostachyus

Cross-Links

• PubChem: 162923920
• LOTUS: LTS0013149
• wikiData: Q105299703