(3R,3aS,7R,10E,11aS)-3,10-Dimethyl-6-methylene-7-hydroxy-2,3,3a,4,5,6,7,8,9,11a-decahydrocyclodeca[b]furan-2-one

Details

• Internal ID: b8b4a31d-4fbf-445d-b3b5-1c8b8d0cafbd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3R,3aS,7R,10E,11aS)-7-hydroxy-3,10-dimethyl-6-methylidene-3,3a,4,5,7,8,9,11a-octahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1C2CCC(=C)C(CCC(=CC2OC1=O)C)O
• SMILES (Isomeric): C[C@@H]1[C@@H]2CCC(=C)[C@@H](CC/C(=C/[C@H]2OC1=O)/C)O
• InChI: InChI=1S/C15H22O3/c1-9-4-7-13(16)10(2)5-6-12-11(3)15(17)18-14(12)8-9/h8,11-14,16H,2,4-7H2,1,3H3/b9-8+/t11-,12+,13-,14-/m1/s1
• InChI Key: LEXBBZCFWJNTGC-PCUPICAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.8232	82.32%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6469	64.69%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9316	93.16%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9324	93.24%
P-glycoprotein inhibitior	-	0.9098	90.98%
P-glycoprotein substrate	-	0.8593	85.93%
CYP3A4 substrate	+	0.5654	56.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.6560	65.60%
CYP2C9 inhibition	-	0.9262	92.62%
CYP2C19 inhibition	-	0.7999	79.99%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	+	0.5487	54.87%
CYP2C8 inhibition	-	0.9424	94.24%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6067	60.67%
Eye corrosion	-	0.9666	96.66%
Eye irritation	-	0.8286	82.86%
Skin irritation	+	0.4913	49.13%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	-	0.6332	63.32%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7088	70.88%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4698	46.98%
Acute Oral Toxicity (c)	III	0.4288	42.88%
Estrogen receptor binding	-	0.4789	47.89%
Androgen receptor binding	-	0.5678	56.78%
Thyroid receptor binding	-	0.4885	48.85%
Glucocorticoid receptor binding	+	0.6150	61.50%
Aromatase binding	-	0.7595	75.95%
PPAR gamma	-	0.6091	60.91%
Honey bee toxicity	-	0.8872	88.72%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9839	98.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.79%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	92.17%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.11%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.68%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.97%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.33%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.92%	93.03%
CHEMBL1871	P10275	Androgen Receptor	84.56%	96.43%
CHEMBL2581	P07339	Cathepsin D	83.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.21%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.08%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.71%	94.80%

Plants that contains it

• Achillea collina
• Annona rensoniana
• Archidendron clypearia
• Aristolochia maxima
• Bergenia purpurascens
• Betula pendula subsp. mandshurica
• Bischofia javanica
• Caragana tibetica
• Crataegus sinaica
• Discaria chacaye
• Euphorbia ferganensis
• Gardenia jasminoides
• Isodon rubescens
• Jasminum officinale
• Lasiocephalus ovatus
• Ligularia platyglossa
• Macrotyloma axillare
• Malus asiatica
• Mikania obtusata
• Montrouziera sphaeroidea
• Pimpinella saxifraga
• Polygala myrtifolia
• Polystichum deltodon
• Rhodiola stephani
• Sarcomelicope argyrophylla
• Scrophularia wattii
• Seriphidium herba-alba
• Seriphidium vachanicum
• Solanum bahamense
• Tinospora smilacina
• Trigonostemon reidioides
• Tropaeolum speciosum
• Vatica diospyroides

Cross-Links

• PubChem: 13821246
• NPASS: NPC109024
• LOTUS: LTS0234556
• wikiData: Q105150847