(1aS,4aS,6R,7S,7aR,7bS)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulene-6,7-diol

Details

• Internal ID: 6f850d6c-5688-4736-9c96-93d18e2ed9bb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aromadendrane sesquiterpenoids > 5,10-cycloaromadendrane sesquiterpenoids
• IUPAC Name: (1aS,4aS,6R,7S,7aR,7bS)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulene-6,7-diol
• SMILES (Canonical): CC1(C2C1C3C(CC(C3(C)O)O)C(=C)CC2)C
• SMILES (Isomeric): C[C@]1([C@@H](C[C@H]2[C@@H]1[C@@H]3[C@@H](C3(C)C)CCC2=C)O)O
• InChI: InChI=1S/C15H24O2/c1-8-5-6-10-13(14(10,2)3)12-9(8)7-11(16)15(12,4)17/h9-13,16-17H,1,5-7H2,2-4H3/t9-,10+,11-,12-,13+,15-/m1/s1
• InChI Key: SCSRZWQRMMSMSR-PVZBEVCSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.36
• 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	+	0.9889	98.89%
Caco-2	-	0.6018	60.18%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4627	46.27%
OATP2B1 inhibitior	-	0.8478	84.78%
OATP1B1 inhibitior	+	0.9125	91.25%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9765	97.65%
P-glycoprotein inhibitior	-	0.9322	93.22%
P-glycoprotein substrate	-	0.8376	83.76%
CYP3A4 substrate	+	0.5770	57.70%
CYP2C9 substrate	-	0.5832	58.32%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	-	0.8905	89.05%
CYP2C9 inhibition	-	0.7301	73.01%
CYP2C19 inhibition	-	0.6464	64.64%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.6405	64.05%
CYP2C8 inhibition	-	0.7298	72.98%
CYP inhibitory promiscuity	-	0.8847	88.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6163	61.63%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.6695	66.95%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3793	37.93%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6574	65.74%
skin sensitisation	-	0.5647	56.47%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6234	62.34%
Acute Oral Toxicity (c)	III	0.6363	63.63%
Estrogen receptor binding	+	0.5763	57.63%
Androgen receptor binding	+	0.5760	57.60%
Thyroid receptor binding	-	0.5915	59.15%
Glucocorticoid receptor binding	+	0.6561	65.61%
Aromatase binding	-	0.6832	68.32%
PPAR gamma	-	0.8337	83.37%
Honey bee toxicity	-	0.8511	85.11%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9446	94.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	92.25%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.12%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.63%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.45%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.26%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.76%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.08%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	86.83%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.63%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.89%	95.89%
CHEMBL1871	P10275	Androgen Receptor	83.85%	96.43%

Plants that contains it

• Lepicolea ochroleuca

Cross-Links

• PubChem: 15834581
• LOTUS: LTS0054327
• wikiData: Q105250383