(+)-7beta-Hydroxy-15-beyeren-19-oic acid

Details

• Internal ID: 11fa57b0-fb2a-4c6d-8a66-b3159c4cff84
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,2S,4S,5R,9S,10S,13S)-2-hydroxy-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid
• SMILES (Canonical): CC12CCC3C4(CCCC(C4CC(C3(C1)C=C2)O)(C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@@]4(CCC[C@@]([C@H]4C[C@@H]([C@@]3(C1)C=C2)O)(C)C(=O)O)C
• InChI: InChI=1S/C20H30O3/c1-17-8-5-13-18(2)6-4-7-19(3,16(22)23)14(18)11-15(21)20(13,12-17)10-9-17/h9-10,13-15,21H,4-8,11-12H2,1-3H3,(H,22,23)/t13-,14-,15-,17+,18-,19+,20+/m0/s1
• InChI Key: JBZBBYSLHBTTHB-ZWOHWCSTSA-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: 4.50
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEBI:186805
• LMPR0104140004
• (1S,2S,4S,5R,9S,10S,13S)-2-hydroxy-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7630	76.30%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6857	68.57%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6650	66.50%
P-glycoprotein inhibitior	-	0.8071	80.71%
P-glycoprotein substrate	-	0.8574	85.74%
CYP3A4 substrate	+	0.6137	61.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	-	0.9089	90.89%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8680	86.80%
CYP2D6 inhibition	-	0.9654	96.54%
CYP1A2 inhibition	-	0.7408	74.08%
CYP2C8 inhibition	-	0.7531	75.31%
CYP inhibitory promiscuity	-	0.9603	96.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6030	60.30%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9077	90.77%
Skin irritation	+	0.6225	62.25%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6124	61.24%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6834	68.34%
skin sensitisation	-	0.6565	65.65%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6462	64.62%
Acute Oral Toxicity (c)	III	0.6379	63.79%
Estrogen receptor binding	+	0.7640	76.40%
Androgen receptor binding	+	0.5828	58.28%
Thyroid receptor binding	+	0.7022	70.22%
Glucocorticoid receptor binding	+	0.8214	82.14%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	-	0.6365	63.65%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9860	98.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.67%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.96%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.92%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.47%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.02%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.68%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.54%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.32%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.55%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.18%	82.69%

Plants that contains it

• Stevia aristata

Cross-Links

• PubChem: 42608220
• LOTUS: LTS0086593
• wikiData: Q76535357