(1R,3R,5R,7S,10Z,12R)-1-hydroxy-3,6,6,10,14-pentamethyltricyclo[10.3.0.05,7]pentadeca-10,14-diene-2,13-dione

Details

• Internal ID: a8a050cb-9b39-4ef3-ae17-6a2c2c5d32dd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,3R,5R,7S,10Z,12R)-1-hydroxy-3,6,6,10,14-pentamethyltricyclo[10.3.0.05,7]pentadeca-10,14-diene-2,13-dione
• InChI: InChI=1S/C20H28O3/c1-11-6-7-14-15(19(14,4)5)9-12(2)18(22)20(23)10-13(3)17(21)16(20)8-11/h8,10,12,14-16,23H,6-7,9H2,1-5H3/b11-8-/t12-,14+,15-,16+,20-/m1/s1
• InChI Key: DWCZJRLNONAOBL-CENPSMCWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.7302	73.02%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7207	72.07%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8792	87.92%
P-glycoprotein inhibitior	-	0.7453	74.53%
P-glycoprotein substrate	-	0.6912	69.12%
CYP3A4 substrate	+	0.6293	62.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8751	87.51%
CYP2C9 inhibition	-	0.6740	67.40%
CYP2C19 inhibition	-	0.7690	76.90%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.5107	51.07%
CYP2C8 inhibition	-	0.7615	76.15%
CYP inhibitory promiscuity	-	0.8868	88.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5322	53.22%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9235	92.35%
Skin irritation	+	0.6294	62.94%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4634	46.34%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6857	68.57%
skin sensitisation	+	0.5094	50.94%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5738	57.38%
Acute Oral Toxicity (c)	III	0.5417	54.17%
Estrogen receptor binding	+	0.6541	65.41%
Androgen receptor binding	+	0.6635	66.35%
Thyroid receptor binding	+	0.6426	64.26%
Glucocorticoid receptor binding	+	0.7045	70.45%
Aromatase binding	-	0.5881	58.81%
PPAR gamma	+	0.5538	55.38%
Honey bee toxicity	-	0.8290	82.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	92.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.76%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.37%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.71%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.76%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	83.74%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.16%	93.03%
CHEMBL1871	P10275	Androgen Receptor	80.57%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.42%	92.94%

Plants that contains it

• Jatropha multifida

Cross-Links

• PubChem: 25231437
• LOTUS: LTS0014242
• wikiData: Q104990485