(1R,4S,5R,9S)-4,5-Epoxy-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undecane

Details

• Internal ID: 5d5bb52b-569a-41d8-b8d0-630a9a68fa0d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4S,6R,10S)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecane
• SMILES (Canonical): CC1(CC2C1CCC3(C(O3)CCC2=C)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H]3[C@H](CC3(C)C)C(=C)CC[C@H]1O2
• InChI: InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15+/m1/s1
• InChI Key: NVEQFIOZRFFVFW-BHPKHCPMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35 g/mol
• Exact Mass: 220.182715385 g/mol
• Topological Polar Surface Area (TPSA): 12.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• SCHEMBL24110118
• (1R,4S,5R,9S)-4,5-Epoxy-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undecane

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.8010	80.10%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5157	51.57%
OATP2B1 inhibitior	-	0.8452	84.52%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8264	82.64%
P-glycoprotein inhibitior	-	0.8804	88.04%
P-glycoprotein substrate	-	0.9159	91.59%
CYP3A4 substrate	+	0.5880	58.80%
CYP2C9 substrate	-	0.6219	62.19%
CYP2D6 substrate	-	0.7466	74.66%
CYP3A4 inhibition	-	0.8308	83.08%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.7427	74.27%
CYP inhibitory promiscuity	-	0.8510	85.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.5289	52.89%
Eye corrosion	-	0.9112	91.12%
Eye irritation	+	0.5662	56.62%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4540	45.40%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5036	50.36%
skin sensitisation	+	0.7296	72.96%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5627	56.27%
Acute Oral Toxicity (c)	III	0.8166	81.66%
Estrogen receptor binding	-	0.6776	67.76%
Androgen receptor binding	-	0.4900	49.00%
Thyroid receptor binding	-	0.6499	64.99%
Glucocorticoid receptor binding	+	0.5497	54.97%
Aromatase binding	-	0.7149	71.49%
PPAR gamma	-	0.8262	82.62%
Honey bee toxicity	-	0.8664	86.64%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9449	94.49%

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	94.83%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.65%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.75%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.96%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	87.66%	95.38%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.64%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.89%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.52%	94.78%
CHEMBL221	P23219	Cyclooxygenase-1	84.15%	90.17%
CHEMBL1871	P10275	Androgen Receptor	83.53%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.31%	97.14%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	81.05%	88.81%

Plants that contains it

• Afrocarpus gracilior
• Agathosma betulina
• Agave xylonacantha
• Aglaia lawii
• Amaioua guianensis
• Anthemis cretica
• Antiphiona pinnatisecta
• Arnica sachalinensis
• Artemisia annua
• Artemisia scoparia
• Baccharis santelicis
• Baccharis trinervis
• Berchemia floribunda
• Betula maximowicziana
• Calanthe arisanensis
• Calophyllum inophyllum
• Casearia corymbosa
• Chamaecyparis formosensis
• Choisya arizonica
• Chrysosplenium oppositifolium
• Epimedium sagittatum
• Eriogonum nudum
• Erythrina sandwicensis
• Euphorbia balsamifera
• Geigeria ornativa
• Greenmaniella resinosa
• Hemionitis cairon
• Hyacinthoides hispanica
• Hygrophila polysperma
• Incarvillea emodi
• Klasea erucifolia
• Laennecia filaginoides
• Laurus nobilis
• Lavandula latifolia
• Lycopodium japonicum
• Maackia tashiroi
• Milleria quinqueflora
• Monoon cupulare
• Mucuna sloanei
• Nervilia fordii
• Packera coahuilensis
• Picea sitchensis
• Pittosporum viridiflorum
• Pongamia pinnata
• Pseudocedrela kotschyi
• Pseudotaxus chienii
• Pulicaria angustifolia
• Roldana barba-johannis
• Rothmannia urcelliformis
• Rutidosis murchisonii
• Santolina rosmarinifolia
• Senecio ruwenzoriensis
• Sideritis tragoriganum
• Swertia decora
• Thelypteris esquirolii
• Thymbra capitata
• Tritomaria quinquedentata
• Turnera diffusa
• Veratrum viride var. eschscholtzianum
• Xanthocephalum gymnospermoides

Cross-Links

• PubChem: 9991037
• NPASS: NPC65786
• LOTUS: LTS0057919
• wikiData: Q105186191