Obtusane

Details

• Internal ID: cd4c1e0b-5845-400c-b4bb-cbb3f8980fc9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (4R,6S,9S,10S)-4,9-dibromo-10-chloro-5,5,9-trimethyl-1-methylidenespiro[5.5]undecane
• SMILES (Canonical): CC1(C(CCC(=C)C12CCC(C(C2)Cl)(C)Br)Br)C
• SMILES (Isomeric): C[C@@]1(CC[C@]2(C[C@@H]1Cl)C(=C)CC[C@H](C2(C)C)Br)Br
• InChI: InChI=1S/C15H23Br2Cl/c1-10-5-6-11(16)13(2,3)15(10)8-7-14(4,17)12(18)9-15/h11-12H,1,5-9H2,2-4H3/t11-,12+,14+,15+/m1/s1
• InChI Key: ZLKDKQRNGQWCDI-DHMWGJHJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃Br₂Cl
• Molecular Weight: 398.60 g/mol
• Exact Mass: 397.98345 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.06
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEMBL521753
• 73436-46-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.8098	80.98%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.6922	69.22%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.8306	83.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5622	56.22%
P-glycoprotein inhibitior	-	0.8837	88.37%
P-glycoprotein substrate	-	0.9320	93.20%
CYP3A4 substrate	+	0.6117	61.17%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.7951	79.51%
CYP3A4 inhibition	-	0.8432	84.32%
CYP2C9 inhibition	-	0.6868	68.68%
CYP2C19 inhibition	-	0.6249	62.49%
CYP2D6 inhibition	-	0.9161	91.61%
CYP1A2 inhibition	-	0.8187	81.87%
CYP2C8 inhibition	-	0.8406	84.06%
CYP inhibitory promiscuity	-	0.5908	59.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7413	74.13%
Carcinogenicity (trinary)	Non-required	0.5894	58.94%
Eye corrosion	-	0.9383	93.83%
Eye irritation	-	0.8160	81.60%
Skin irritation	-	0.6863	68.63%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5169	51.69%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.6305	63.05%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5993	59.93%
Acute Oral Toxicity (c)	III	0.6997	69.97%
Estrogen receptor binding	-	0.6264	62.64%
Androgen receptor binding	-	0.5580	55.80%
Thyroid receptor binding	-	0.4900	49.00%
Glucocorticoid receptor binding	+	0.7816	78.16%
Aromatase binding	-	0.5278	52.78%
PPAR gamma	-	0.7406	74.06%
Honey bee toxicity	-	0.7115	71.15%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	93.85%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.73%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.08%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL1871	P10275	Androgen Receptor	84.75%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.31%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.62%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.58%	97.09%
CHEMBL3242	O43570	Carbonic anhydrase XII	81.51%	97.37%

Plants that contains it

• Anethum graveolens
• Canavalia gladiata
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 14239683
• NPASS: NPC110214
• LOTUS: LTS0178008
• wikiData: Q104402877