(1aR,2R,4aS,5S,7aS,7bR)-1a,4a,7,7-tetramethyl-1,2,3,4,5,6,7a,7b-octahydrocyclopropa[e]azulene-2,5-diol

Details

• Internal ID: 45657f23-c1db-4da0-b9bc-f2d1b1d8ee71
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1aR,2R,4aS,5S,7aS,7bR)-1a,4a,7,7-tetramethyl-1,2,3,4,5,6,7a,7b-octahydrocyclopropa[e]azulene-2,5-diol
• SMILES (Canonical): CC1(CC(C2(C1C3CC3(C(CC2)O)C)C)O)C
• SMILES (Isomeric): C[C@]12CC[C@H]([C@@]3(C[C@@H]3[C@H]1C(C[C@@H]2O)(C)C)C)O
• InChI: InChI=1S/C15H26O2/c1-13(2)8-11(17)14(3)6-5-10(16)15(4)7-9(15)12(13)14/h9-12,16-17H,5-8H2,1-4H3/t9-,10-,11+,12+,14-,15-/m1/s1
• InChI Key: CTSRAGZCFQXLJB-ZOMUANAPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.5697	56.97%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4970	49.70%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9471	94.71%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9558	95.58%
P-glycoprotein inhibitior	-	0.9493	94.93%
P-glycoprotein substrate	-	0.9278	92.78%
CYP3A4 substrate	+	0.6086	60.86%
CYP2C9 substrate	-	0.5774	57.74%
CYP2D6 substrate	-	0.6695	66.95%
CYP3A4 inhibition	-	0.8928	89.28%
CYP2C9 inhibition	-	0.7380	73.80%
CYP2C19 inhibition	-	0.8234	82.34%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	+	0.6666	66.66%
CYP2C8 inhibition	-	0.9263	92.63%
CYP inhibitory promiscuity	-	0.9319	93.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9612	96.12%
Eye irritation	+	0.7869	78.69%
Skin irritation	+	0.5920	59.20%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.8078	80.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5550	55.50%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5328	53.28%
skin sensitisation	+	0.5124	51.24%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6456	64.56%
Acute Oral Toxicity (c)	III	0.6827	68.27%
Estrogen receptor binding	-	0.5349	53.49%
Androgen receptor binding	-	0.5387	53.87%
Thyroid receptor binding	-	0.4910	49.10%
Glucocorticoid receptor binding	-	0.4808	48.08%
Aromatase binding	-	0.6378	63.78%
PPAR gamma	-	0.8128	81.28%
Honey bee toxicity	-	0.8952	89.52%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8555	85.55%

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	91.49%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.12%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.88%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.57%	100.00%
CHEMBL1871	P10275	Androgen Receptor	87.86%	96.43%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.69%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.65%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.47%	82.69%
CHEMBL259	P32245	Melanocortin receptor 4	80.40%	95.38%
CHEMBL221	P23219	Cyclooxygenase-1	80.37%	90.17%

Plants that contains it

• Euphorbia ebracteolata

Cross-Links

• PubChem: 12815558
• LOTUS: LTS0166168
• wikiData: Q104970034