13,14-Dihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid

Details

• Internal ID: e5396398-dbcb-4030-bd1b-68a900007b08
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 13,14-dihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2=CCC(C3)(C(C4)(CO)O)O)(C)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1CCC34C2=CCC(C3)(C(C4)(CO)O)O)(C)C(=O)O
• InChI: InChI=1S/C20H30O5/c1-16-6-3-7-17(2,15(22)23)13(16)4-8-18-10-19(24,9-5-14(16)18)20(25,11-18)12-21/h5,13,21,24-25H,3-4,6-12H2,1-2H3,(H,22,23)
• InChI Key: KSUJTHWJHKZHAD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9635	96.35%
Caco-2	+	0.6566	65.66%
Blood Brain Barrier	+	0.5891	58.91%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7988	79.88%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8550	85.50%
OATP1B3 inhibitior	+	0.8499	84.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6390	63.90%
BSEP inhibitior	-	0.5740	57.40%
P-glycoprotein inhibitior	-	0.8186	81.86%
P-glycoprotein substrate	-	0.7979	79.79%
CYP3A4 substrate	+	0.5891	58.91%
CYP2C9 substrate	-	0.5993	59.93%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.9549	95.49%
CYP2C9 inhibition	-	0.8424	84.24%
CYP2C19 inhibition	-	0.8731	87.31%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	-	0.6334	63.34%
CYP inhibitory promiscuity	-	0.9500	95.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7169	71.69%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.8162	81.62%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6668	66.68%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6699	66.99%
skin sensitisation	-	0.9107	91.07%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6444	64.44%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7073	70.73%
Androgen receptor binding	+	0.7010	70.10%
Thyroid receptor binding	+	0.6463	64.63%
Glucocorticoid receptor binding	+	0.6431	64.31%
Aromatase binding	+	0.7010	70.10%
PPAR gamma	+	0.5452	54.52%
Honey bee toxicity	-	0.9546	95.46%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	96.13%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.18%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.03%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.40%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.88%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.24%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.10%	100.00%

Plants that contains it

• Bruguiera gymnorhiza

Cross-Links

• PubChem: 72957617
• LOTUS: LTS0254675
• wikiData: Q105145596