1-[5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-1,2,6-trimethyl-3,4a,5,8,9,9a-hexahydro-2H-benzo[7]annulen-4-one

Details

• Internal ID: 136a1b2d-26b8-4e8c-898d-67da1be53a57
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: 1-[5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-1,2,6-trimethyl-3,4a,5,8,9,9a-hexahydro-2H-benzo[7]annulen-4-one
• InChI: InChI=1S/C20H32O3/c1-14-5-4-6-18-17(11-14)19(23)12-15(2)20(18,3)9-7-16(13-22)8-10-21/h5,8,15,17-18,21-22H,4,6-7,9-13H2,1-3H3
• InChI Key: SQKQROXBIUWNIQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.8202	82.02%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7644	76.44%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6200	62.00%
BSEP inhibitior	+	0.7272	72.72%
P-glycoprotein inhibitior	-	0.7128	71.28%
P-glycoprotein substrate	-	0.6633	66.33%
CYP3A4 substrate	+	0.6314	63.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.6564	65.64%
CYP2C9 inhibition	-	0.7698	76.98%
CYP2C19 inhibition	-	0.8422	84.22%
CYP2D6 inhibition	-	0.8957	89.57%
CYP1A2 inhibition	-	0.7630	76.30%
CYP2C8 inhibition	-	0.6677	66.77%
CYP inhibitory promiscuity	-	0.8881	88.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5986	59.86%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9543	95.43%
Skin irritation	-	0.6973	69.73%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7286	72.86%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5441	54.41%
skin sensitisation	-	0.7170	71.70%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5368	53.68%
Acute Oral Toxicity (c)	III	0.6756	67.56%
Estrogen receptor binding	+	0.8263	82.63%
Androgen receptor binding	+	0.6544	65.44%
Thyroid receptor binding	+	0.5393	53.93%
Glucocorticoid receptor binding	+	0.6978	69.78%
Aromatase binding	+	0.6729	67.29%
PPAR gamma	+	0.6774	67.74%
Honey bee toxicity	-	0.8567	85.67%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9621	96.21%

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	95.83%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.77%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.20%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.02%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.09%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.59%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.15%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.55%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.13%	93.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.28%	86.00%

Plants that contains it

• Portulaca pilosa

Cross-Links

• PubChem: 362043
• LOTUS: LTS0269740
• wikiData: Q105258067