5,9-Dimethyl-14-methylidene-15-(3,4,5-trihydroxyoxan-2-yl)oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: 459e4296-ef6f-41a0-b588-27f5c9b6a63d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 5,9-dimethyl-14-methylidene-15-(3,4,5-trihydroxyoxan-2-yl)oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C25H38O7/c1-13-14-5-6-17-23(2)8-4-9-24(3,22(29)30)16(23)7-10-25(17,11-14)20(13)32-21-19(28)18(27)15(26)12-31-21/h14-21,26-28H,1,4-12H2,2-3H3,(H,29,30)
• InChI Key: LVDQILCTOJRNNL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₇
• Molecular Weight: 450.60 g/mol
• Exact Mass: 450.26175355 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8748	87.48%
Caco-2	-	0.6833	68.33%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7295	72.95%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8138	81.38%
BSEP inhibitior	-	0.4659	46.59%
P-glycoprotein inhibitior	-	0.7000	70.00%
P-glycoprotein substrate	-	0.6820	68.20%
CYP3A4 substrate	+	0.6840	68.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.8868	88.68%
CYP2C9 inhibition	-	0.8267	82.67%
CYP2C19 inhibition	-	0.8198	81.98%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.7666	76.66%
CYP2C8 inhibition	+	0.4491	44.91%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6916	69.16%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9386	93.86%
Skin irritation	+	0.4932	49.32%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3962	39.62%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8674	86.74%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6607	66.07%
Acute Oral Toxicity (c)	I	0.3796	37.96%
Estrogen receptor binding	+	0.6865	68.65%
Androgen receptor binding	+	0.6027	60.27%
Thyroid receptor binding	+	0.5691	56.91%
Glucocorticoid receptor binding	+	0.6909	69.09%
Aromatase binding	+	0.7035	70.35%
PPAR gamma	-	0.4913	49.13%
Honey bee toxicity	-	0.7990	79.90%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6505	65.05%
Fish aquatic toxicity	+	0.9860	98.60%

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	96.40%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.23%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.45%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.76%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.52%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.54%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.88%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.93%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.84%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.02%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.95%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.84%	97.09%

Plants that contains it

• Tephroseris rufa

Cross-Links

• PubChem: 162977355
• LOTUS: LTS0130140
• wikiData: Q105157807