(3S,6S)-3-[(1S,5E,9R,10R)-6,10-dimethyl-2-methylidene-10-bicyclo[7.2.0]undec-5-enyl]-6-(hydroxymethyl)-6-methyl-1,2-dioxin-3-ol

Details

• Internal ID: 6d024e74-b5a4-4ff0-9669-7bd0fbae5cd5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S,6S)-3-[(1S,5E,9R,10R)-6,10-dimethyl-2-methylidene-10-bicyclo[7.2.0]undec-5-enyl]-6-(hydroxymethyl)-6-methyl-1,2-dioxin-3-ol
• InChI: InChI=1S/C20H30O4/c1-14-6-5-7-15(2)16-12-19(4,17(16)9-8-14)20(22)11-10-18(3,13-21)23-24-20/h6,10-11,16-17,21-22H,2,5,7-9,12-13H2,1,3-4H3/b14-6+/t16-,17-,18+,19-,20+/m1/s1
• InChI Key: NPMACKFPVVMSDC-YGVRIWCTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9119	91.19%
Caco-2	+	0.5581	55.81%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6478	64.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.8993	89.93%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6352	63.52%
BSEP inhibitior	+	0.9326	93.26%
P-glycoprotein inhibitior	-	0.8071	80.71%
P-glycoprotein substrate	-	0.7286	72.86%
CYP3A4 substrate	+	0.6461	64.61%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.7771	77.71%
CYP3A4 inhibition	-	0.7103	71.03%
CYP2C9 inhibition	-	0.8142	81.42%
CYP2C19 inhibition	-	0.7987	79.87%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.7383	73.83%
CYP2C8 inhibition	+	0.5988	59.88%
CYP inhibitory promiscuity	-	0.9124	91.24%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5860	58.60%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.9790	97.90%
Skin irritation	-	0.6862	68.62%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3647	36.47%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7232	72.32%
Acute Oral Toxicity (c)	III	0.5266	52.66%
Estrogen receptor binding	+	0.7174	71.74%
Androgen receptor binding	+	0.6506	65.06%
Thyroid receptor binding	+	0.7698	76.98%
Glucocorticoid receptor binding	+	0.8674	86.74%
Aromatase binding	+	0.7439	74.39%
PPAR gamma	+	0.5520	55.20%
Honey bee toxicity	-	0.8721	87.21%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9322	93.22%

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	98.39%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.14%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.77%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.66%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.99%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.45%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.10%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL1871	P10275	Androgen Receptor	82.71%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.08%	95.56%
CHEMBL2034	P04150	Glucocorticoid receptor	81.24%	94.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163191127
• LOTUS: LTS0169063
• wikiData: Q105183129