4beta-Acetoxy-10beta,15alpha-dihydroxyprobotryane

Details

• Internal ID: f2a582b5-b14c-41d7-a7cc-ae0a5c3c206c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,2R,3R,4R,7R,8S,10R,11R)-2,3,11-trihydroxy-4,6,6,10-tetramethyl-8-tricyclo[5.3.1.04,11]undecanyl] acetate
• SMILES (Canonical): CC1CC(C2C(CC3(C2(C1C(C3O)O)O)C)(C)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]2[C@@]3([C@H]1[C@H]([C@@H]([C@]3(CC2(C)C)C)O)O)O)OC(=O)C
• InChI: InChI=1S/C17H28O5/c1-8-6-10(22-9(2)18)13-15(3,4)7-16(5)14(20)12(19)11(8)17(13,16)21/h8,10-14,19-21H,6-7H2,1-5H3/t8-,10+,11-,12-,13+,14+,16-,17-/m1/s1
• InChI Key: XEUSNZUHUUORTO-SJSNFWCWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₅
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.19367399 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 4beta-acetoxy-10beta,15alpha-dihydroxyprobotryane
• 4beta-acetoxy-9beta,10beta,15alpha-trihydroxyprobotrydial
• 4beta-acetoxy-9beta-10beta-15alpha-trihydroxyprobotrydial

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8798	87.98%
Caco-2	-	0.6972	69.72%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7361	73.61%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8833	88.33%
P-glycoprotein inhibitior	-	0.8805	88.05%
P-glycoprotein substrate	-	0.7728	77.28%
CYP3A4 substrate	+	0.6408	64.08%
CYP2C9 substrate	-	0.8214	82.14%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8306	83.06%
CYP2C9 inhibition	-	0.8762	87.62%
CYP2C19 inhibition	-	0.8637	86.37%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.7272	72.72%
CYP2C8 inhibition	-	0.8291	82.91%
CYP inhibitory promiscuity	-	0.9659	96.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5799	57.99%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.6321	63.21%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6483	64.83%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7615	76.15%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7323	73.23%
Acute Oral Toxicity (c)	III	0.4986	49.86%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.6216	62.16%
Thyroid receptor binding	+	0.6236	62.36%
Glucocorticoid receptor binding	-	0.4749	47.49%
Aromatase binding	-	0.6005	60.05%
PPAR gamma	-	0.5610	56.10%
Honey bee toxicity	-	0.7689	76.89%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9312	93.12%

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	97.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.64%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.88%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.74%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.42%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.66%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.92%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.73%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.13%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.32%	92.94%

Plants that contains it

• Gymnosporia acuminata

Cross-Links

• PubChem: 44584588
• NPASS: NPC69953
• LOTUS: LTS0144240
• wikiData: Q75055255