(1S,2S,5R,8R,9R,10R,13S,14S,17S)-9,14-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.15,8.02,8.013,17]octadecan-12-one

Details

• Internal ID: a95f557e-2b11-4b3f-9385-bd7177306609
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,2S,5R,8R,9R,10R,13S,14S,17S)-9,14-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.15,8.02,8.013,17]octadecan-12-one
• InChI: InChI=1S/C20H28O4/c1-10-8-20-9-11(10)4-5-12(20)18(2)7-6-13(21)19(3)15(18)14(16(20)22)24-17(19)23/h11-16,21-22H,1,4-9H2,2-3H3/t11-,12+,13+,14-,15+,16+,18+,19-,20+/m1/s1
• InChI Key: RYFKIVZHGGVMBP-OTFYASLDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 4
• 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	+	0.9860	98.60%
Caco-2	+	0.5208	52.08%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6170	61.70%
BSEP inhibitior	-	0.8921	89.21%
P-glycoprotein inhibitior	-	0.8122	81.22%
P-glycoprotein substrate	-	0.7165	71.65%
CYP3A4 substrate	+	0.6506	65.06%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.7897	78.97%
CYP3A4 inhibition	-	0.6389	63.89%
CYP2C9 inhibition	-	0.8587	85.87%
CYP2C19 inhibition	-	0.7814	78.14%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.6275	62.75%
CYP2C8 inhibition	-	0.8630	86.30%
CYP inhibitory promiscuity	-	0.9323	93.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5050	50.50%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9419	94.19%
Skin irritation	+	0.6111	61.11%
Skin corrosion	-	0.8992	89.92%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7269	72.69%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5481	54.81%
skin sensitisation	-	0.8010	80.10%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5398	53.98%
Acute Oral Toxicity (c)	IV	0.4101	41.01%
Estrogen receptor binding	+	0.7459	74.59%
Androgen receptor binding	+	0.5968	59.68%
Thyroid receptor binding	+	0.6469	64.69%
Glucocorticoid receptor binding	+	0.8110	81.10%
Aromatase binding	+	0.6061	60.61%
PPAR gamma	-	0.5493	54.93%
Honey bee toxicity	-	0.8036	80.36%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.49%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.48%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.37%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.46%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.58%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.48%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.17%	93.04%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.80%	85.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.63%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.98%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21596427
• LOTUS: LTS0152953
• wikiData: Q105247537