(1R,4S,8R,9S,10R,13R,15S)-8,15-dihydroxy-5,5,9-trimethyl-14-methylidene-7-oxatetracyclo[11.2.1.01,10.04,9]hexadecan-6-one

Details

• Internal ID: e92ea88e-b4f4-484a-8ccc-4f7a32357065
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,4S,8R,9S,10R,13R,15S)-8,15-dihydroxy-5,5,9-trimethyl-14-methylidene-7-oxatetracyclo[11.2.1.01,10.04,9]hexadecan-6-one
• InChI: InChI=1S/C19H28O4/c1-10-11-5-6-13-18(4)12(7-8-19(13,9-11)14(10)20)17(2,3)15(21)23-16(18)22/h11-14,16,20,22H,1,5-9H2,2-4H3/t11-,12-,13+,14+,16-,18-,19-/m1/s1
• InChI Key: QINXJSIKYUBGSE-INBXGFILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.64
• 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	+	0.9696	96.96%
Caco-2	+	0.6351	63.51%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	-	0.2248	22.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.7564	75.64%
P-glycoprotein inhibitior	-	0.7817	78.17%
P-glycoprotein substrate	-	0.8302	83.02%
CYP3A4 substrate	+	0.6257	62.57%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8205	82.05%
CYP3A4 inhibition	-	0.8465	84.65%
CYP2C9 inhibition	-	0.7418	74.18%
CYP2C19 inhibition	-	0.7229	72.29%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.5695	56.95%
CYP2C8 inhibition	-	0.7600	76.00%
CYP inhibitory promiscuity	-	0.8690	86.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8664	86.64%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.6128	61.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3950	39.50%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.6213	62.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7377	73.77%
Acute Oral Toxicity (c)	I	0.3709	37.09%
Estrogen receptor binding	+	0.7795	77.95%
Androgen receptor binding	+	0.5519	55.19%
Thyroid receptor binding	+	0.5741	57.41%
Glucocorticoid receptor binding	+	0.7383	73.83%
Aromatase binding	+	0.6316	63.16%
PPAR gamma	-	0.4847	48.47%
Honey bee toxicity	-	0.8692	86.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.57%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.97%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.75%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.02%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.74%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.62%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	84.72%	95.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.40%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.23%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.15%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.96%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.56%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.90%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%

Plants that contains it

• Viola philippica

Cross-Links

• PubChem: 101602034
• NPASS: NPC128617