(1S,4S,5R,9R,10R,12R,13S,14S)-5,9,13-trimethyl-11-oxopentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-5-carboxylic acid

Details

• Internal ID: 13e006c6-7ff9-43f0-ab3b-6a09820c4245
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,5R,9R,10R,12R,13S,14S)-5,9,13-trimethyl-11-oxopentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2C(=O)C5C(C3)C5(C4)C)(C)C(=O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2C(=O)[C@@H]5[C@H](C3)[C@@]5(C4)C)(C)C(=O)O
• InChI: InChI=1S/C20H28O3/c1-17-6-4-7-18(2,16(22)23)12(17)5-8-20-9-11-13(14(21)15(17)20)19(11,3)10-20/h11-13,15H,4-10H2,1-3H3,(H,22,23)/t11-,12-,13-,15-,17+,18+,19-,20-/m0/s1
• InChI Key: LEXDGACAZAJWHG-LUUFBBNHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 2
• 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	+	0.9916	99.16%
Caco-2	+	0.7828	78.28%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7719	77.19%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8304	83.04%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.6452	64.52%
P-glycoprotein inhibitior	-	0.7468	74.68%
P-glycoprotein substrate	-	0.8792	87.92%
CYP3A4 substrate	+	0.6186	61.86%
CYP2C9 substrate	+	0.5856	58.56%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.8939	89.39%
CYP2C9 inhibition	-	0.6191	61.91%
CYP2C19 inhibition	-	0.8148	81.48%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.7315	73.15%
CYP2C8 inhibition	-	0.7916	79.16%
CYP inhibitory promiscuity	-	0.9732	97.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6286	62.86%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.5322	53.22%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6262	62.62%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7092	70.92%
skin sensitisation	-	0.7059	70.59%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5310	53.10%
Acute Oral Toxicity (c)	II	0.4434	44.34%
Estrogen receptor binding	+	0.8672	86.72%
Androgen receptor binding	+	0.6050	60.50%
Thyroid receptor binding	+	0.7075	70.75%
Glucocorticoid receptor binding	+	0.7356	73.56%
Aromatase binding	+	0.6376	63.76%
PPAR gamma	-	0.7061	70.61%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	91.62%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.27%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.83%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.32%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.11%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.81%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.78%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	81.26%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.36%	89.00%

Plants that contains it

• Helianthus radula

Cross-Links

• PubChem: 101326886
• LOTUS: LTS0178487
• wikiData: Q105150852