(1S,3aR,4R,7S)-1,4-dimethyl-7-propan-2-yl-3,3a,5,6-tetrahydro-2H-azulene-1,4,7-triol

Details

• Internal ID: 831358d2-07c8-4af3-b8a1-749ca7fffdf7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3aR,4R,7S)-1,4-dimethyl-7-propan-2-yl-3,3a,5,6-tetrahydro-2H-azulene-1,4,7-triol
• SMILES (Canonical): CC(C)C1(CCC(C2CCC(C2=C1)(C)O)(C)O)O
• SMILES (Isomeric): CC(C)[C@]1(CC[C@@]([C@@H]2CC[C@](C2=C1)(C)O)(C)O)O
• InChI: InChI=1S/C15H26O3/c1-10(2)15(18)8-7-14(4,17)11-5-6-13(3,16)12(11)9-15/h9-11,16-18H,5-8H2,1-4H3/t11-,13+,14-,15-/m1/s1
• InChI Key: AWHFDICMLWAOHN-FAAHXZRKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.6612	66.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5154	51.54%
OATP2B1 inhibitior	-	0.8422	84.22%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8298	82.98%
P-glycoprotein inhibitior	-	0.9298	92.98%
P-glycoprotein substrate	-	0.8442	84.42%
CYP3A4 substrate	-	0.5743	57.43%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7267	72.67%
CYP3A4 inhibition	-	0.9065	90.65%
CYP2C9 inhibition	-	0.7393	73.93%
CYP2C19 inhibition	-	0.7979	79.79%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.6946	69.46%
CYP2C8 inhibition	-	0.9390	93.90%
CYP inhibitory promiscuity	-	0.8621	86.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.6668	66.68%
Skin irritation	+	0.5552	55.52%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4445	44.45%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6098	60.98%
skin sensitisation	-	0.5296	52.96%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7483	74.83%
Acute Oral Toxicity (c)	III	0.6405	64.05%
Estrogen receptor binding	-	0.7902	79.02%
Androgen receptor binding	-	0.5336	53.36%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	-	0.6940	69.40%
Aromatase binding	-	0.5743	57.43%
PPAR gamma	-	0.8255	82.55%
Honey bee toxicity	-	0.9607	96.07%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9497	94.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.57%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.82%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.79%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.27%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.77%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	85.66%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.54%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.07%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.67%	90.00%

Plants that contains it

• Angelica genuflexa

Cross-Links

• PubChem: 57404490
• NPASS: NPC203676