4-Hydroxy-15-(6-hydroxy-6-methyl-4-oxoheptan-2-yl)-7,7,12,16-tetramethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxytetracyclo[9.7.0.03,8.012,16]octadeca-1(18),3(8)-dien-14-one

Details

• Internal ID: b9ba07fc-3694-49d9-b9bb-6bd597d3691c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 4-hydroxy-15-(6-hydroxy-6-methyl-4-oxoheptan-2-yl)-7,7,12,16-tetramethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxytetracyclo[9.7.0.03,8.012,16]octadeca-1(18),3(8)-dien-14-one
• SMILES (Canonical): CC(CC(=O)CC(C)(C)O)C1C(=O)CC2(C1(CC=C3C2CCC4=C(C3)C(CC(C4(C)C)OC5C(C(C(CO5)O)O)O)O)C)C
• SMILES (Isomeric): CC(CC(=O)CC(C)(C)O)C1C(=O)CC2(C1(CC=C3C2CCC4=C(C3)C(CC(C4(C)C)OC5C(C(C(CO5)O)O)O)O)C)C
• InChI: InChI=1S/C35H54O9/c1-18(12-20(36)15-32(2,3)42)28-25(38)16-35(7)22-8-9-23-21(13-19(22)10-11-34(28,35)6)24(37)14-27(33(23,4)5)44-31-30(41)29(40)26(39)17-43-31/h10,18,22,24,26-31,37,39-42H,8-9,11-17H2,1-7H3
• InChI Key: MSLSMCWSTJGFKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₉
• Molecular Weight: 618.80 g/mol
• Exact Mass: 618.37678330 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9059	90.59%
Caco-2	-	0.8257	82.57%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8512	85.12%
OATP2B1 inhibitior	-	0.5795	57.95%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.8848	88.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6850	68.50%
BSEP inhibitior	-	0.5151	51.51%
P-glycoprotein inhibitior	+	0.7124	71.24%
P-glycoprotein substrate	+	0.6272	62.72%
CYP3A4 substrate	+	0.7200	72.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.8550	85.50%
CYP2C9 inhibition	-	0.6675	66.75%
CYP2C19 inhibition	-	0.8665	86.65%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8160	81.60%
CYP2C8 inhibition	+	0.6183	61.83%
CYP inhibitory promiscuity	-	0.9336	93.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6981	69.81%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9344	93.44%
Skin irritation	+	0.5172	51.72%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6985	69.85%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5963	59.63%
skin sensitisation	-	0.8966	89.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6213	62.13%
Acute Oral Toxicity (c)	III	0.5544	55.44%
Estrogen receptor binding	+	0.7462	74.62%
Androgen receptor binding	+	0.7030	70.30%
Thyroid receptor binding	-	0.5349	53.49%
Glucocorticoid receptor binding	+	0.6793	67.93%
Aromatase binding	+	0.7138	71.38%
PPAR gamma	+	0.6465	64.65%
Honey bee toxicity	-	0.6994	69.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	99.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.22%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.96%	96.77%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.47%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.86%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.14%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.51%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.16%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.05%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.02%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.00%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.79%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.60%	92.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.48%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.10%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.98%	92.88%
CHEMBL5028	O14672	ADAM10	82.77%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.07%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.60%	99.17%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.76%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.75%	86.33%

Plants that contains it

• Actaea podocarpa

Cross-Links

• PubChem: 162979478
• LOTUS: LTS0183791
• wikiData: Q105171256