(Z)-2-[2-[(1R,2R,3aS,8aS)-1,3a-bis(hydroxymethyl)-2,5-dimethyl-2,3,4,7,8,8a-hexahydroazulen-1-yl]ethyl]but-2-ene-1,4-diol

Details

• Internal ID: 757739c7-4a83-4b5b-ad44-ba6bf969c00e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (Z)-2-[2-[(1R,2R,3aS,8aS)-1,3a-bis(hydroxymethyl)-2,5-dimethyl-2,3,4,7,8,8a-hexahydroazulen-1-yl]ethyl]but-2-ene-1,4-diol
• InChI: InChI=1S/C20H34O4/c1-15-4-3-5-18-19(10-15,13-23)11-16(2)20(18,14-24)8-6-17(12-22)7-9-21/h4,7,16,18,21-24H,3,5-6,8-14H2,1-2H3/b17-7-/t16-,18+,19+,20-/m1/s1
• InChI Key: FCKGLSONUYBLLE-OHWVBOLFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9628	96.28%
Caco-2	+	0.7647	76.47%
Blood Brain Barrier	+	0.6796	67.96%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6577	65.77%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6376	63.76%
BSEP inhibitior	-	0.4814	48.14%
P-glycoprotein inhibitior	-	0.8889	88.89%
P-glycoprotein substrate	-	0.6539	65.39%
CYP3A4 substrate	+	0.5808	58.08%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.8090	80.90%
CYP2C9 inhibition	-	0.8048	80.48%
CYP2C19 inhibition	-	0.8473	84.73%
CYP2D6 inhibition	-	0.8961	89.61%
CYP1A2 inhibition	-	0.7718	77.18%
CYP2C8 inhibition	-	0.5784	57.84%
CYP inhibitory promiscuity	-	0.8135	81.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6447	64.47%
Eye corrosion	-	0.9689	96.89%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.7669	76.69%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4215	42.15%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7233	72.33%
skin sensitisation	-	0.6399	63.99%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7098	70.98%
Acute Oral Toxicity (c)	III	0.5808	58.08%
Estrogen receptor binding	+	0.7394	73.94%
Androgen receptor binding	-	0.5159	51.59%
Thyroid receptor binding	+	0.6843	68.43%
Glucocorticoid receptor binding	+	0.6019	60.19%
Aromatase binding	-	0.4903	49.03%
PPAR gamma	+	0.5809	58.09%
Honey bee toxicity	-	0.8814	88.14%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.42%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.80%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.15%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.88%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.76%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	83.87%	91.49%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.35%	90.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.87%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.74%	95.89%

Plants that contains it

• Portulaca grandiflora

Cross-Links

• PubChem: 102239975
• LOTUS: LTS0155052
• wikiData: Q104993186