13R,3beta,19-dihydroxylabda-8(17),11E-dien-16,15-olide

Details

• Internal ID: 11525847-a8ec-4024-b26f-53e5d9f3541b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (3R)-3-[(E)-2-[(1S,4aR,5S,6S,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]oxolan-2-one
• InChI: InChI=1S/C20H30O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5-6,14-17,21-22H,1,4,7-12H2,2-3H3/b6-5+/t14-,15-,16+,17-,19+,20+/m0/s1
• InChI Key: OIUNBCUWBQRQCS-PYSHZAFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9539	95.39%
Caco-2	+	0.5313	53.13%
Blood Brain Barrier	+	0.6277	62.77%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6682	66.82%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5088	50.88%
BSEP inhibitior	+	0.6472	64.72%
P-glycoprotein inhibitior	-	0.7916	79.16%
P-glycoprotein substrate	-	0.7833	78.33%
CYP3A4 substrate	+	0.6611	66.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.7701	77.01%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	-	0.9029	90.29%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8936	89.36%
CYP2C8 inhibition	-	0.7482	74.82%
CYP inhibitory promiscuity	-	0.8740	87.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5955	59.55%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.5172	51.72%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6073	60.73%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6782	67.82%
skin sensitisation	-	0.8875	88.75%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5885	58.85%
Acute Oral Toxicity (c)	III	0.4627	46.27%
Estrogen receptor binding	+	0.6548	65.48%
Androgen receptor binding	+	0.5906	59.06%
Thyroid receptor binding	+	0.6564	65.64%
Glucocorticoid receptor binding	+	0.7824	78.24%
Aromatase binding	+	0.5242	52.42%
PPAR gamma	-	0.5566	55.66%
Honey bee toxicity	-	0.8076	80.76%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9853	98.53%

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	95.37%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.24%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	89.44%	99.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.63%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.20%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.41%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.15%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.39%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.96%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	83.72%	94.75%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.99%	85.11%
CHEMBL2581	P07339	Cathepsin D	81.35%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.18%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.40%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11638566
• LOTUS: LTS0237921
• wikiData: Q77499574