(1R,4E,6R,11R,14R,17Z,19R,24R)-11,24-dihydroxy-1,6,10,10,14,19,23,23-octamethyl-2,15-dioxapentacyclo[16.8.0.05,14.06,11.019,24]hexacosa-4,17-diene-3,16-dione

Details

• Internal ID: 957370c7-98b7-4324-b624-ccdc9e2df9af
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: (1R,4E,6R,11R,14R,17Z,19R,24R)-11,24-dihydroxy-1,6,10,10,14,19,23,23-octamethyl-2,15-dioxapentacyclo[16.8.0.05,14.06,11.019,24]hexacosa-4,17-diene-3,16-dione
• SMILES (Canonical): CC1(CCCC2(C1(CCC3(C2=CC(=O)OC4(CCC5(C(CCCC5(C4=CC(=O)O3)C)(C)C)O)C)C)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@]1(CC[C@@]3(/C2=C/C(=O)O[C@@]\4(CC[C@@]5([C@@](/C4=C/C(=O)O3)(CCCC5(C)C)C)O)C)C)O)(C)C
• InChI: InChI=1S/C32H48O6/c1-25(2)11-9-13-27(5)21-19-23(33)38-30(8)16-18-32(36)26(3,4)12-10-14-28(32,6)22(30)20-24(34)37-29(21,7)15-17-31(25,27)35/h19-20,35-36H,9-18H2,1-8H3/b21-19-,22-20+/t27-,28-,29-,30-,31-,32-/m1/s1
• InChI Key: VKJYKDHBQXUBKE-WCXNNLSISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈O₆
• Molecular Weight: 528.70 g/mol
• Exact Mass: 528.34508925 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.94
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	-	0.6347	63.47%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8494	84.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	-	0.2719	27.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5071	50.71%
BSEP inhibitior	+	0.9410	94.10%
P-glycoprotein inhibitior	+	0.6921	69.21%
P-glycoprotein substrate	-	0.9394	93.94%
CYP3A4 substrate	+	0.5553	55.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8908	89.08%
CYP3A4 inhibition	-	0.6927	69.27%
CYP2C9 inhibition	-	0.9257	92.57%
CYP2C19 inhibition	-	0.9579	95.79%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	-	0.8989	89.89%
CYP2C8 inhibition	-	0.9753	97.53%
CYP inhibitory promiscuity	-	0.9588	95.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5712	57.12%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.8300	83.00%
Skin irritation	+	0.5745	57.45%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6778	67.78%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6261	62.61%
skin sensitisation	-	0.6322	63.22%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4524	45.24%
Acute Oral Toxicity (c)	III	0.6994	69.94%
Estrogen receptor binding	+	0.7487	74.87%
Androgen receptor binding	+	0.7729	77.29%
Thyroid receptor binding	+	0.6523	65.23%
Glucocorticoid receptor binding	+	0.7069	70.69%
Aromatase binding	+	0.7771	77.71%
PPAR gamma	+	0.6607	66.07%
Honey bee toxicity	-	0.9478	94.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.79%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.95%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.12%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.46%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.79%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.38%	94.45%

Plants that contains it

• Scapania undulata

Cross-Links

• PubChem: 163194518
• LOTUS: LTS0195328
• wikiData: Q105287818