(1aR,4aS,7R,8aS)-4a,8,8-trimethyl-2-methylidene-1a,3,4,5,6,7-hexahydro-1H-cyclopropa[j]naphthalen-7-ol

Details

• Internal ID: bb0d8fff-548b-44c3-92ea-ead09ad0abec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aR,4aS,7R,8aS)-4a,8,8-trimethyl-2-methylidene-1a,3,4,5,6,7-hexahydro-1H-cyclopropa[j]naphthalen-7-ol
• SMILES (Canonical): CC1(C(CCC2(C13CC3C(=C)CC2)C)O)C
• SMILES (Isomeric): C[C@]12CC[C@H](C([C@]13C[C@@H]3C(=C)CC2)(C)C)O
• InChI: InChI=1S/C15H24O/c1-10-5-7-14(4)8-6-12(16)13(2,3)15(14)9-11(10)15/h11-12,16H,1,5-9H2,2-4H3/t11-,12-,14+,15-/m1/s1
• InChI Key: STQUAQUHGIVESS-RJZRQDKASA-N
• Popularity: 0 references 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): 20.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 1
• 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	+	0.9958	99.58%
Caco-2	+	0.8360	83.60%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5116	51.16%
OATP2B1 inhibitior	-	0.8422	84.22%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.8443	84.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8895	88.95%
P-glycoprotein inhibitior	-	0.9316	93.16%
P-glycoprotein substrate	-	0.8850	88.50%
CYP3A4 substrate	+	0.5708	57.08%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.7019	70.19%
CYP3A4 inhibition	-	0.7614	76.14%
CYP2C9 inhibition	-	0.6340	63.40%
CYP2C19 inhibition	-	0.5822	58.22%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.7243	72.43%
CYP2C8 inhibition	-	0.8964	89.64%
CYP inhibitory promiscuity	-	0.8094	80.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6203	62.03%
Eye corrosion	-	0.9832	98.32%
Eye irritation	+	0.8140	81.40%
Skin irritation	+	0.5908	59.08%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5657	56.57%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.5822	58.22%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6707	67.07%
Acute Oral Toxicity (c)	III	0.8273	82.73%
Estrogen receptor binding	-	0.7620	76.20%
Androgen receptor binding	+	0.6276	62.76%
Thyroid receptor binding	-	0.7791	77.91%
Glucocorticoid receptor binding	-	0.5757	57.57%
Aromatase binding	-	0.5852	58.52%
PPAR gamma	-	0.8053	80.53%
Honey bee toxicity	-	0.8522	85.22%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9940	99.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.11%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.88%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.11%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.09%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.21%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	83.53%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.48%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	81.17%	95.38%

Plants that contains it

• Reboulia hemisphaerica

Cross-Links

• PubChem: 15488854
• LOTUS: LTS0159851
• wikiData: Q105260534