(3aS,6E,10E,14E,15aS)-10-(hydroxymethyl)-6,14-dimethyl-3-methylidene-3a,4,5,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-2-one

Details

• Internal ID: f665cdd4-9448-4381-aa13-598374a2a4c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: (3aS,6E,10E,14E,15aS)-10-(hydroxymethyl)-6,14-dimethyl-3-methylidene-3a,4,5,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-2-one
• InChI: InChI=1S/C20H28O3/c1-14-6-4-8-17(13-21)9-5-7-15(2)12-19-18(11-10-14)16(3)20(22)23-19/h6,9,12,18-19,21H,3-5,7-8,10-11,13H2,1-2H3/b14-6+,15-12+,17-9+/t18-,19-/m0/s1
• InChI Key: ZMVCRUREHOFWFQ-MGNQPWLNSA-N
• Popularity: 2 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: 2.10
• Atomic LogP (AlogP): 4.25
• 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	+	0.9916	99.16%
Caco-2	+	0.6010	60.10%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6464	64.64%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.5423	54.23%
BSEP inhibitior	-	0.5469	54.69%
P-glycoprotein inhibitior	-	0.4742	47.42%
P-glycoprotein substrate	-	0.8708	87.08%
CYP3A4 substrate	+	0.5672	56.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.5441	54.41%
CYP2C9 inhibition	-	0.7774	77.74%
CYP2C19 inhibition	-	0.7561	75.61%
CYP2D6 inhibition	-	0.8681	86.81%
CYP1A2 inhibition	+	0.6137	61.37%
CYP2C8 inhibition	-	0.6597	65.97%
CYP inhibitory promiscuity	-	0.8009	80.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6647	66.47%
Eye corrosion	-	0.9644	96.44%
Eye irritation	-	0.7934	79.34%
Skin irritation	-	0.6434	64.34%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4086	40.86%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7135	71.35%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6099	60.99%
Acute Oral Toxicity (c)	III	0.5312	53.12%
Estrogen receptor binding	-	0.5224	52.24%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5476	54.76%
Glucocorticoid receptor binding	+	0.6234	62.34%
Aromatase binding	-	0.5994	59.94%
PPAR gamma	+	0.5617	56.17%
Honey bee toxicity	-	0.8787	87.87%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	94.71%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.04%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.91%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.45%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.08%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.35%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102031759
• LOTUS: LTS0258231
• wikiData: Q105379742