Ophiobolin L

Details

• Internal ID: d29b3c99-2eba-4090-b720-3ec63ef8c32d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,3R,3'S,5'R,6S,7R,9E,15R,16S)-13,15-dihydroxy-3,3',15-trimethyl-5'-(2-methylprop-1-enyl)spiro[12-oxatetracyclo[8.5.1.03,7.013,16]hexadec-9-ene-6,2'-oxolane]-11-one
• InChI: InChI=1S/C25H36O5/c1-14(2)10-16-11-15(3)24(29-16)9-8-22(4)12-18-20-17(6-7-19(22)24)21(26)30-25(20,28)13-23(18,5)27/h6,10,15-16,18-20,27-28H,7-9,11-13H2,1-5H3/b17-6+/t15-,16-,18-,19+,20+,22+,23+,24-,25?/m0/s1
• InChI Key: ABMVTHXMVSOQJZ-IOELNNTDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₅
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.25627424 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL480087

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.4897	48.97%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6597	65.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.8978	89.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	+	0.6953	69.53%
P-glycoprotein inhibitior	-	0.5872	58.72%
P-glycoprotein substrate	-	0.5618	56.18%
CYP3A4 substrate	+	0.6891	68.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.8194	81.94%
CYP2C9 inhibition	-	0.7866	78.66%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.5725	57.25%
CYP2C8 inhibition	+	0.4433	44.33%
CYP inhibitory promiscuity	-	0.9219	92.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4818	48.18%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9453	94.53%
Skin irritation	+	0.4933	49.33%
Skin corrosion	-	0.9229	92.29%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6544	65.44%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5770	57.70%
skin sensitisation	-	0.7692	76.92%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8281	82.81%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7018	70.18%
Acute Oral Toxicity (c)	III	0.3695	36.95%
Estrogen receptor binding	+	0.9134	91.34%
Androgen receptor binding	+	0.6633	66.33%
Thyroid receptor binding	+	0.7330	73.30%
Glucocorticoid receptor binding	+	0.8429	84.29%
Aromatase binding	+	0.7433	74.33%
PPAR gamma	+	0.6137	61.37%
Honey bee toxicity	-	0.7011	70.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9489	94.89%

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	97.87%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.67%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.65%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.70%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.29%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.68%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.83%	91.07%
CHEMBL299	P17252	Protein kinase C alpha	87.44%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.79%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.50%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.57%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.99%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.41%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.40%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10251353
• LOTUS: LTS0157116
• wikiData: Q75068928