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

Details

• Internal ID: 22a3b4c7-61b3-48d1-a7c4-ce903b13cdcb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,5S,9S,10S,13R)-14-formyl-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2CCC(C3)C(=C4)C=O)(C)C(=O)O
• SMILES (Isomeric): C[C@@]12CCC[C@]([C@H]1CC[C@]34[C@H]2CC[C@H](C3)C(=C4)C=O)(C)C(=O)O
• InChI: InChI=1S/C20H28O3/c1-18-7-3-8-19(2,17(22)23)15(18)6-9-20-10-13(4-5-16(18)20)14(11-20)12-21/h11-13,15-16H,3-10H2,1-2H3,(H,22,23)/t13-,15+,16+,18-,19+,20+/m1/s1
• InChI Key: DIURMAFIAYOVGU-BVMRNNIPSA-N
• Popularity: 1 reference 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: 4.70
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7425	74.25%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6719	67.19%
OATP2B1 inhibitior	-	0.8659	86.59%
OATP1B1 inhibitior	+	0.8065	80.65%
OATP1B3 inhibitior	+	0.8229	82.29%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8293	82.93%
P-glycoprotein inhibitior	-	0.7518	75.18%
P-glycoprotein substrate	-	0.7354	73.54%
CYP3A4 substrate	+	0.5771	57.71%
CYP2C9 substrate	-	0.7993	79.93%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	-	0.9088	90.88%
CYP2C9 inhibition	-	0.7167	71.67%
CYP2C19 inhibition	-	0.7693	76.93%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.7459	74.59%
CYP2C8 inhibition	-	0.7194	71.94%
CYP inhibitory promiscuity	-	0.9191	91.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5652	56.52%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.6327	63.27%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4207	42.07%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6725	67.25%
skin sensitisation	+	0.6997	69.97%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5855	58.55%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5683	56.83%
Acute Oral Toxicity (c)	III	0.6360	63.60%
Estrogen receptor binding	+	0.8833	88.33%
Androgen receptor binding	-	0.5132	51.32%
Thyroid receptor binding	+	0.7511	75.11%
Glucocorticoid receptor binding	+	0.8633	86.33%
Aromatase binding	+	0.6541	65.41%
PPAR gamma	+	0.5406	54.06%
Honey bee toxicity	-	0.9041	90.41%
Biodegradation	-	0.6500	65.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.55%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.04%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.67%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.93%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.78%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.64%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.84%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.34%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.24%	100.00%

Plants that contains it

• Mikania banisteriae

Cross-Links

• PubChem: 102425915
• NPASS: NPC219544
• LOTUS: LTS0238087
• wikiData: Q104981688