(1R,4S,5R,9S,10S,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: debe7d7c-fc9a-4b59-9b8a-17fb615380cf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4S,5R,9S,10S,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2CCC(C3)C(C4=O)(CO)O)(C)C(=O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@](C4=O)(CO)O)(C)C(=O)O
• InChI: InChI=1S/C20H30O5/c1-17-7-3-8-18(2,16(23)24)13(17)6-9-19-10-12(4-5-14(17)19)20(25,11-21)15(19)22/h12-14,21,25H,3-11H2,1-2H3,(H,23,24)/t12-,13+,14+,17-,18-,19-,20+/m1/s1
• InChI Key: TWZRJVCEACBXME-UGWOXWFMSA-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): 94.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9377	93.77%
Caco-2	+	0.6066	60.66%
Blood Brain Barrier	+	0.5580	55.80%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8180	81.80%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8685	86.85%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8207	82.07%
BSEP inhibitior	-	0.6889	68.89%
P-glycoprotein inhibitior	-	0.8497	84.97%
P-glycoprotein substrate	-	0.7816	78.16%
CYP3A4 substrate	+	0.6223	62.23%
CYP2C9 substrate	+	0.5609	56.09%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.8028	80.28%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.8825	88.25%
CYP2D6 inhibition	-	0.9677	96.77%
CYP1A2 inhibition	-	0.8181	81.81%
CYP2C8 inhibition	-	0.8463	84.63%
CYP inhibitory promiscuity	-	0.9863	98.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7297	72.97%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9399	93.99%
Skin irritation	-	0.5371	53.71%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7723	77.23%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7071	70.71%
skin sensitisation	-	0.9377	93.77%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7565	75.65%
Acute Oral Toxicity (c)	III	0.5740	57.40%
Estrogen receptor binding	+	0.8897	88.97%
Androgen receptor binding	+	0.5394	53.94%
Thyroid receptor binding	+	0.6850	68.50%
Glucocorticoid receptor binding	+	0.8075	80.75%
Aromatase binding	+	0.6946	69.46%
PPAR gamma	-	0.4847	48.47%
Honey bee toxicity	-	0.9311	93.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9731	97.31%

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	92.22%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.93%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.06%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.74%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.75%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.37%	93.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.34%	93.04%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.30%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.52%	100.00%

Plants that contains it

• Parinari sprucei

Cross-Links

• PubChem: 163020203
• LOTUS: LTS0112689
• wikiData: Q105266311