(1R,4S,5S,8R,9S,12R)-4,12-Dihydroxy-5-methyl-8-prop-1-en-2-yl-10-oxatricyclo[7.2.1.01,5]dodecan-11-one

Details

• Internal ID: af786e1e-3b5a-4416-b672-0343f8795558
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,4S,5S,8R,9S,12R)-4,12-dihydroxy-5-methyl-8-prop-1-en-2-yl-10-oxatricyclo[7.2.1.01,5]dodecan-11-one
• InChI: InChI=1S/C15H22O4/c1-8(2)9-4-6-14(3)10(16)5-7-15(14)12(17)11(9)19-13(15)18/h9-12,16-17H,1,4-7H2,2-3H3/t9-,10+,11+,12+,14-,15-/m1/s1
• InChI Key: ZWKJYFGQYZANRE-YRLDTQBMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9777	97.77%
Caco-2	-	0.5650	56.50%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6083	60.83%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.9200	92.00%
P-glycoprotein inhibitior	-	0.9457	94.57%
P-glycoprotein substrate	-	0.8345	83.45%
CYP3A4 substrate	+	0.5527	55.27%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7996	79.96%
CYP3A4 inhibition	-	0.7574	75.74%
CYP2C9 inhibition	-	0.7927	79.27%
CYP2C19 inhibition	-	0.7212	72.12%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	+	0.6454	64.54%
CYP2C8 inhibition	-	0.8873	88.73%
CYP inhibitory promiscuity	-	0.9584	95.84%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5368	53.68%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.7900	79.00%
Skin irritation	+	0.5589	55.89%
Skin corrosion	-	0.8974	89.74%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7243	72.43%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7052	70.52%
skin sensitisation	-	0.7990	79.90%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6328	63.28%
Acute Oral Toxicity (c)	IV	0.2976	29.76%
Estrogen receptor binding	+	0.5684	56.84%
Androgen receptor binding	+	0.6466	64.66%
Thyroid receptor binding	-	0.5647	56.47%
Glucocorticoid receptor binding	+	0.5546	55.46%
Aromatase binding	-	0.5790	57.90%
PPAR gamma	-	0.7548	75.48%
Honey bee toxicity	-	0.8392	83.92%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9820	98.20%

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	94.36%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.17%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	89.83%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.07%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.61%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.79%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.27%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.54%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.23%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.35%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.27%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.95%	96.77%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.54%	90.08%

Plants that contains it

• Aristolochia kaempferi

Cross-Links

• PubChem: 3035875
• LOTUS: LTS0075610
• wikiData: Q105384994