(1S,2R,3R,7S)-8,8-dimethyl-4-methylidene-2-(3-oxoprop-1-en-2-yl)bicyclo[5.1.0]octane-3-carbaldehyde

Details

• Internal ID: dca678c6-6588-481c-ada8-5396cfaa7120
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aromadendrane sesquiterpenoids
• IUPAC Name: (1S,2R,3R,7S)-8,8-dimethyl-4-methylidene-2-(3-oxoprop-1-en-2-yl)bicyclo[5.1.0]octane-3-carbaldehyde
• SMILES (Canonical): CC1(C2C1C(C(C(=C)CC2)C=O)C(=C)C=O)C
• SMILES (Isomeric): CC1([C@@H]2[C@H]1[C@H]([C@H](C(=C)CC2)C=O)C(=C)C=O)C
• InChI: InChI=1S/C15H20O2/c1-9-5-6-12-14(15(12,3)4)13(10(2)7-16)11(9)8-17/h7-8,11-14H,1-2,5-6H2,3-4H3/t11-,12-,13-,14-/m0/s1
• InChI Key: IJHRWJBWXDIJJH-XUXIUFHCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	-	0.5485	54.85%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5350	53.50%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9071	90.71%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9823	98.23%
P-glycoprotein inhibitior	-	0.9176	91.76%
P-glycoprotein substrate	-	0.9071	90.71%
CYP3A4 substrate	+	0.5842	58.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	-	0.8859	88.59%
CYP2C9 inhibition	-	0.8012	80.12%
CYP2C19 inhibition	-	0.6612	66.12%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	-	0.6493	64.93%
CYP2C8 inhibition	-	0.6671	66.71%
CYP inhibitory promiscuity	-	0.8236	82.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.6292	62.92%
Eye corrosion	-	0.8713	87.13%
Eye irritation	-	0.8544	85.44%
Skin irritation	+	0.6066	60.66%
Skin corrosion	-	0.8463	84.63%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7047	70.47%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	+	0.8468	84.68%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6369	63.69%
Acute Oral Toxicity (c)	III	0.6724	67.24%
Estrogen receptor binding	-	0.5769	57.69%
Androgen receptor binding	-	0.5442	54.42%
Thyroid receptor binding	-	0.6238	62.38%
Glucocorticoid receptor binding	-	0.7458	74.58%
Aromatase binding	-	0.8188	81.88%
PPAR gamma	-	0.7600	76.00%
Honey bee toxicity	-	0.8576	85.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9743	97.43%

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	95.43%	91.11%
CHEMBL1871	P10275	Androgen Receptor	90.27%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.93%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.97%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.73%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.57%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.04%	95.50%

Plants that contains it

• Plagiochila semidecurrens

Cross-Links

• PubChem: 102117178
• LOTUS: LTS0191593
• wikiData: Q105113956