Dryobalanone

Details

• Internal ID: 4f7ed0e1-04f1-4432-b8fb-b935c01f49ca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-1,2-dihydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• SMILES (Canonical): CC(=CCCC(CO)(C1CCC2(C1CCC3C2(CCC4C3(CCC(=O)C4(C)C)C)C)C)O)C
• SMILES (Isomeric): CC(=CCC[C@@](CO)([C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)C)O)C
• InChI: InChI=1S/C30H50O3/c1-20(2)9-8-15-30(33,19-31)22-12-17-28(6)21(22)10-11-24-27(5)16-14-25(32)26(3,4)23(27)13-18-29(24,28)7/h9,21-24,31,33H,8,10-19H2,1-7H3/t21-,22+,23+,24-,27+,28-,29-,30-/m1/s1
• InChI Key: UFJPCTSKTPSJTK-SGAOCFLWSA-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): 57.50 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.71
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 17939-10-5
• (5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-1,2-dihydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.5405	54.05%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8351	83.51%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8212	82.12%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5176	51.76%
BSEP inhibitior	+	0.9543	95.43%
P-glycoprotein inhibitior	-	0.6076	60.76%
P-glycoprotein substrate	-	0.8015	80.15%
CYP3A4 substrate	+	0.6526	65.26%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8372	83.72%
CYP3A4 inhibition	-	0.8204	82.04%
CYP2C9 inhibition	-	0.7854	78.54%
CYP2C19 inhibition	-	0.9014	90.14%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.9080	90.80%
CYP2C8 inhibition	-	0.6097	60.97%
CYP inhibitory promiscuity	-	0.8615	86.15%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9440	94.40%
Skin irritation	-	0.5127	51.27%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4793	47.93%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7261	72.61%
skin sensitisation	-	0.7756	77.56%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6114	61.14%
Acute Oral Toxicity (c)	III	0.6945	69.45%
Estrogen receptor binding	+	0.7748	77.48%
Androgen receptor binding	+	0.7406	74.06%
Thyroid receptor binding	+	0.6629	66.29%
Glucocorticoid receptor binding	+	0.7661	76.61%
Aromatase binding	+	0.7293	72.93%
PPAR gamma	+	0.6652	66.52%
Honey bee toxicity	-	0.7494	74.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9795	97.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	96.61%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.27%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.35%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.30%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.42%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.95%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.71%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.58%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.37%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	83.35%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.20%	90.08%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.36%	92.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.19%	100.00%

Plants that contains it

• Baccharis sarothroides
• Capparis flavicans
• Cymbopogon jwarancusa subsp. olivieri
• Ipomoea hederacea
• Isodon flexicaulis
• Malus sieboldii
• Micranthes stellaris
• Oxytropis pseudoglandulosa
• Pedicularis plicata
• Sonchus gummifer
• Stephania longa
• Vaccaria hispanica
• Xyris capensis var. capensis

Cross-Links

• PubChem: 12309393
• NPASS: NPC34010