8S-Dihydroplexaurolone

Details

• Internal ID: 303f8060-0d5a-4015-88ad-113b0dc4709b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: (3R,4R,6R,9R,10R,13S)-4,10-dihydroxy-3,9,13-trimethyl-6-prop-1-en-2-ylcyclotetradecan-1-one
• SMILES (Canonical): CC1CCC(C(CCC(CC(C(CC(=O)C1)C)O)C(=C)C)C)O
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@@H](CC[C@H](C[C@H]([C@@H](CC(=O)C1)C)O)C(=C)C)C)O
• InChI: InChI=1S/C20H36O3/c1-13(2)17-8-7-15(4)19(22)9-6-14(3)10-18(21)11-16(5)20(23)12-17/h14-17,19-20,22-23H,1,6-12H2,2-5H3/t14-,15+,16+,17+,19+,20+/m0/s1
• InChI Key: DDBLDAGSFDWDCS-CETRPMQOSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₃
• Molecular Weight: 324.50 g/mol
• Exact Mass: 324.26644501 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL2313064

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.6078	60.78%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7474	74.74%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8376	83.76%
P-glycoprotein inhibitior	-	0.8065	80.65%
P-glycoprotein substrate	-	0.6845	68.45%
CYP3A4 substrate	+	0.5428	54.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7752	77.52%
CYP3A4 inhibition	-	0.5848	58.48%
CYP2C9 inhibition	-	0.8672	86.72%
CYP2C19 inhibition	-	0.8249	82.49%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	-	0.7204	72.04%
CYP2C8 inhibition	-	0.8442	84.42%
CYP inhibitory promiscuity	-	0.9100	91.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.6361	63.61%
Eye corrosion	-	0.9679	96.79%
Eye irritation	-	0.8389	83.89%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.5358	53.58%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6992	69.92%
Acute Oral Toxicity (c)	III	0.5946	59.46%
Estrogen receptor binding	+	0.6831	68.31%
Androgen receptor binding	-	0.5502	55.02%
Thyroid receptor binding	+	0.5607	56.07%
Glucocorticoid receptor binding	+	0.6529	65.29%
Aromatase binding	-	0.5904	59.04%
PPAR gamma	-	0.6966	69.66%
Honey bee toxicity	-	0.8062	80.62%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9824	98.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.12%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.03%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.41%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	90.66%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.10%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	85.44%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.24%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	81.77%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.04%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56834597
• LOTUS: LTS0070135
• wikiData: Q104976188