(1S,4S,5R,9R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid

Details

• Internal ID: c9acf4a5-4e7d-4817-b9aa-14d53b3185fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,5R,9R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2=CCC(C3)C(=C)C4)(C)C(=O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1CC[C@]34C2=CCC(C3)C(=C)C4)(C)C(=O)O
• InChI: InChI=1S/C20H28O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h6,14-15H,1,4-5,7-12H2,2-3H3,(H,21,22)/t14?,15-,18+,19+,20+/m0/s1
• InChI Key: RJIPNPHMQGDUBW-XCDFPOGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7154	71.54%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4169	41.69%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	-	0.2853	28.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.6036	60.36%
P-glycoprotein inhibitior	-	0.7671	76.71%
P-glycoprotein substrate	-	0.7991	79.91%
CYP3A4 substrate	+	0.6021	60.21%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.8838	88.38%
CYP2C9 inhibition	+	0.6408	64.08%
CYP2C19 inhibition	+	0.5816	58.16%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	-	0.6611	66.11%
CYP2C8 inhibition	-	0.6031	60.31%
CYP inhibitory promiscuity	-	0.8951	89.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5526	55.26%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.7434	74.34%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4262	42.62%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.6460	64.60%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5743	57.43%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5616	56.16%
Acute Oral Toxicity (c)	III	0.7189	71.89%
Estrogen receptor binding	-	0.6083	60.83%
Androgen receptor binding	+	0.5676	56.76%
Thyroid receptor binding	+	0.6152	61.52%
Glucocorticoid receptor binding	+	0.6275	62.75%
Aromatase binding	+	0.5846	58.46%
PPAR gamma	-	0.5236	52.36%
Honey bee toxicity	-	0.9257	92.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	92.02%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.20%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.21%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.91%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.54%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.49%	100.00%

Plants that contains it

• Aspilia mossambicensis
• Dendroviguiera insignis
• Helianthus heterophyllus
• Montanoa tomentosa
• Sphagneticola calendulacea
• Sphagneticola trilobata
• Stevia yaconensis
• Wedelia acapulcensis var. hispida

Cross-Links

• PubChem: 137705080
• LOTUS: LTS0007878
• wikiData: Q104375894