(1R,4S,5R,9R,10S,13S)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: c81046c0-6f70-4be5-814c-274ce53b84de
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4S,5R,9R,10S,13S)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)O
• SMILES (Isomeric): C[C@]12CCC[C@@]([C@H]1CC[C@@]34[C@@H]2CC[C@@H](C3)C(=C)C4)(C)C(=O)O
• InChI: InChI=1S/C20H30O2/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/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14-,15-,16+,18-,19+,20-/m0/s1
• InChI Key: NIKHGUQULKYIGE-XLQBFBSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.04
• 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	+	0.9959	99.59%
Caco-2	+	0.8245	82.45%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.3970	39.70%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	-	0.2872	28.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.4646	46.46%
P-glycoprotein inhibitior	-	0.8115	81.15%
P-glycoprotein substrate	-	0.8130	81.30%
CYP3A4 substrate	+	0.5912	59.12%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.8363	83.63%
CYP2C9 inhibition	-	0.5120	51.20%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.7107	71.07%
CYP2C8 inhibition	-	0.7803	78.03%
CYP inhibitory promiscuity	-	0.8977	89.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5632	56.32%
Eye corrosion	-	0.9661	96.61%
Eye irritation	-	0.5826	58.26%
Skin irritation	-	0.6477	64.77%
Skin corrosion	-	0.9761	97.61%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3972	39.72%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	+	0.6985	69.85%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5743	57.43%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5789	57.89%
Acute Oral Toxicity (c)	III	0.7502	75.02%
Estrogen receptor binding	+	0.7156	71.56%
Androgen receptor binding	-	0.4820	48.20%
Thyroid receptor binding	+	0.6510	65.10%
Glucocorticoid receptor binding	+	0.8614	86.14%
Aromatase binding	+	0.6811	68.11%
PPAR gamma	-	0.5804	58.04%
Honey bee toxicity	-	0.9172	91.72%
Biodegradation	-	0.6250	62.50%
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	95.21%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.02%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.39%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.17%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.71%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.24%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.12%	95.56%

Plants that contains it

• Annona squamosa
• Baccharis concinna
• Helianthus radula
• Mikania arrojadoi
• Mikania obtusata

Cross-Links

• PubChem: 162920107
• LOTUS: LTS0251848
• wikiData: Q105179861