(1S,4S,5R,9S,10S,13R)-5,9,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid

Details

• Internal ID: c1af3dc7-9d6a-4fd9-8636-df08ed83f29a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,5R,9S,10S,13R)-5,9,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid
• SMILES (Canonical): CC1=CC23CCC4C(C2CCC1C3)(CCCC4(C)C(=O)O)C
• SMILES (Isomeric): CC1=C[C@@]23CC[C@H]4[C@]([C@@H]2CC[C@@H]1C3)(CCC[C@@]4(C)C(=O)O)C
• 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/h11,14-16H,4-10,12H2,1-3H3,(H,21,22)/t14-,15+,16+,18-,19-,20-/m1/s1
• InChI Key: RMUAUSHZJJJLAG-OTCXFQBHSA-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	+	0.9967	99.67%
Caco-2	+	0.8327	83.27%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.3910	39.10%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.8681	86.81%
OATP1B3 inhibitior	-	0.3013	30.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	+	0.8029	80.29%
P-glycoprotein inhibitior	-	0.7669	76.69%
P-glycoprotein substrate	-	0.8021	80.21%
CYP3A4 substrate	+	0.5833	58.33%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.8815	88.15%
CYP2C9 inhibition	+	0.6281	62.81%
CYP2C19 inhibition	+	0.6007	60.07%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.7158	71.58%
CYP2C8 inhibition	-	0.7430	74.30%
CYP inhibitory promiscuity	-	0.8683	86.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5662	56.62%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.8274	82.74%
Skin irritation	-	0.5926	59.26%
Skin corrosion	-	0.9783	97.83%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4324	43.24%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5975	59.75%
skin sensitisation	+	0.6717	67.17%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6941	69.41%
Acute Oral Toxicity (c)	III	0.7615	76.15%
Estrogen receptor binding	+	0.8684	86.84%
Androgen receptor binding	-	0.5595	55.95%
Thyroid receptor binding	+	0.7424	74.24%
Glucocorticoid receptor binding	+	0.8565	85.65%
Aromatase binding	+	0.6187	61.87%
PPAR gamma	-	0.5364	53.64%
Honey bee toxicity	-	0.9253	92.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	94.65%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.84%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.47%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.76%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.08%	95.56%

Plants that contains it

• Annona glabra
• Aspidosperma pyrifolium
• Mikania lasiandrae

Cross-Links

• PubChem: 101282657
• LOTUS: LTS0062731
• wikiData: Q105208618