15-Hydroxy-5,9-dimethyl-17-oxapentacyclo[11.4.1.01,15.04,13.05,10]octadec-3-ene-9-carbaldehyde

Details

• Internal ID: 0b343ef4-9f91-46d0-a9f0-41b5a24e3670
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 15-hydroxy-5,9-dimethyl-17-oxapentacyclo[11.4.1.01,15.04,13.05,10]octadec-3-ene-9-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2=CCC5(C3)C(C4)(CO5)O)C)C=O
• SMILES (Isomeric): CC1(CCCC2(C1CCC34C2=CCC5(C3)C(C4)(CO5)O)C)C=O
• InChI: InChI=1S/C20H28O3/c1-16(12-21)6-3-7-17(2)14(16)4-8-18-10-19(22)13-23-20(19,11-18)9-5-15(17)18/h5,12,14,22H,3-4,6-11,13H2,1-2H3
• InChI Key: JOAFEXGNKIJILA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8101	81.01%
Blood Brain Barrier	+	0.5108	51.08%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7262	72.62%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.9808	98.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7428	74.28%
BSEP inhibitior	+	0.7266	72.66%
P-glycoprotein inhibitior	-	0.8178	81.78%
P-glycoprotein substrate	-	0.7926	79.26%
CYP3A4 substrate	+	0.6140	61.40%
CYP2C9 substrate	-	0.5808	58.08%
CYP2D6 substrate	-	0.7575	75.75%
CYP3A4 inhibition	-	0.8720	87.20%
CYP2C9 inhibition	-	0.7506	75.06%
CYP2C19 inhibition	-	0.6683	66.83%
CYP2D6 inhibition	-	0.9003	90.03%
CYP1A2 inhibition	-	0.7886	78.86%
CYP2C8 inhibition	-	0.5573	55.73%
CYP inhibitory promiscuity	-	0.9293	92.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5000	50.00%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8608	86.08%
Skin irritation	-	0.6163	61.63%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5357	53.57%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5226	52.26%
skin sensitisation	-	0.7957	79.57%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5726	57.26%
Acute Oral Toxicity (c)	IV	0.4656	46.56%
Estrogen receptor binding	+	0.7421	74.21%
Androgen receptor binding	+	0.7135	71.35%
Thyroid receptor binding	+	0.6448	64.48%
Glucocorticoid receptor binding	+	0.5680	56.80%
Aromatase binding	+	0.6327	63.27%
PPAR gamma	-	0.5205	52.05%
Honey bee toxicity	-	0.8595	85.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9522	95.22%

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	97.80%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.72%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.77%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.05%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.65%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.66%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.17%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.51%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.17%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163030800
• LOTUS: LTS0116602
• wikiData: Q105132203