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

Details

• Internal ID: 1f6e1f02-db68-4211-8c2b-2ac2c62a4674
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,5R,9S,13R,14R)-14-hydroxy-5,9,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2=CCC(C3)C(C4)(C)O)(C)C(=O)O
• SMILES (Isomeric): C[C@]12CCC[C@@]([C@H]1CC[C@]34C2=CC[C@H](C3)[C@](C4)(C)O)(C)C(=O)O
• InChI: InChI=1S/C20H30O3/c1-17-8-4-9-18(2,16(21)22)14(17)7-10-20-11-13(5-6-15(17)20)19(3,23)12-20/h6,13-14,23H,4-5,7-12H2,1-3H3,(H,21,22)/t13-,14+,17+,18-,19-,20+/m1/s1
• InChI Key: TVQUTWKTAGAOMA-KENNEREKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.8043	80.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7455	74.55%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.5465	54.65%
P-glycoprotein inhibitior	-	0.8288	82.88%
P-glycoprotein substrate	-	0.8109	81.09%
CYP3A4 substrate	+	0.6041	60.41%
CYP2C9 substrate	-	0.5999	59.99%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.7946	79.46%
CYP2C19 inhibition	-	0.8433	84.33%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8317	83.17%
CYP2C8 inhibition	-	0.6481	64.81%
CYP inhibitory promiscuity	-	0.9241	92.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5265	52.65%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9054	90.54%
Skin irritation	+	0.6088	60.88%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7471	74.71%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.6331	63.31%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4704	47.04%
Acute Oral Toxicity (c)	III	0.6719	67.19%
Estrogen receptor binding	+	0.6971	69.71%
Androgen receptor binding	+	0.5874	58.74%
Thyroid receptor binding	+	0.6756	67.56%
Glucocorticoid receptor binding	+	0.6287	62.87%
Aromatase binding	+	0.5975	59.75%
PPAR gamma	-	0.6515	65.15%
Honey bee toxicity	-	0.9481	94.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9910	99.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.27%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.61%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.93%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.53%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.66%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.51%	94.45%

Plants that contains it

• Espeletia margarita

Cross-Links

• PubChem: 162988584
• LOTUS: LTS0009408
• wikiData: Q105265503