8-Hydroxy-5,9-dimethyl-17-methylidene-12-oxo-13-oxapentacyclo[12.2.1.04,15.05,10.011,15]heptadecane-9-carboxylic acid

Details

• Internal ID: d0a62607-6bc9-4050-bd86-e2193daf444f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 8-hydroxy-5,9-dimethyl-17-methylidene-12-oxo-13-oxapentacyclo[12.2.1.04,15.05,10.011,15]heptadecane-9-carboxylic acid
• SMILES (Canonical): CC12CCC(C(C1C3C(=O)OC4C35C2CCC(C5)C4=C)(C)C(=O)O)O
• SMILES (Isomeric): CC12CCC(C(C1C3C(=O)OC4C35C2CCC(C5)C4=C)(C)C(=O)O)O
• InChI: InChI=1S/C20H26O5/c1-9-10-4-5-11-18(2)7-6-12(21)19(3,17(23)24)14(18)13-16(22)25-15(9)20(11,13)8-10/h10-15,21H,1,4-8H2,2-3H3,(H,23,24)
• InChI Key: CXVXNQFWGOEIMV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• 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	+	0.9710	97.10%
Caco-2	+	0.6180	61.80%
Blood Brain Barrier	+	0.5777	57.77%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6683	66.83%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.9018	90.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5724	57.24%
BSEP inhibitior	-	0.9786	97.86%
P-glycoprotein inhibitior	-	0.8071	80.71%
P-glycoprotein substrate	-	0.7416	74.16%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.6471	64.71%
CYP2C9 inhibition	-	0.8617	86.17%
CYP2C19 inhibition	-	0.9048	90.48%
CYP2D6 inhibition	-	0.9486	94.86%
CYP1A2 inhibition	-	0.7877	78.77%
CYP2C8 inhibition	-	0.7510	75.10%
CYP inhibitory promiscuity	-	0.9326	93.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5592	55.92%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9046	90.46%
Skin irritation	+	0.5524	55.24%
Skin corrosion	-	0.8844	88.44%
Ames mutagenesis	-	0.7723	77.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5958	59.58%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.7969	79.69%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.6260	62.60%
Acute Oral Toxicity (c)	I	0.3317	33.17%
Estrogen receptor binding	+	0.8361	83.61%
Androgen receptor binding	+	0.6514	65.14%
Thyroid receptor binding	+	0.6638	66.38%
Glucocorticoid receptor binding	+	0.7347	73.47%
Aromatase binding	+	0.5832	58.32%
PPAR gamma	-	0.5082	50.82%
Honey bee toxicity	-	0.8957	89.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	96.85%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	88.34%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.53%	91.11%
CHEMBL204	P00734	Thrombin	87.18%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.00%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.93%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	84.34%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.63%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.06%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.92%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.13%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14109555
• LOTUS: LTS0155359
• wikiData: Q104972165