Isoobtusol

Details

• Internal ID: f5701cac-d852-4650-88ac-620255aa7994
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (3S,4R,6R,9S,10S)-4,9-dibromo-10-chloro-5,5,9-trimethyl-1-methylidenespiro[5.5]undecan-3-ol
• SMILES (Canonical): CC1(C(C(CC(=C)C12CCC(C(C2)Cl)(C)Br)O)Br)C
• SMILES (Isomeric): C[C@@]1(CC[C@@]2(C[C@@H]1Cl)C(=C)C[C@@H]([C@@H](C2(C)C)Br)O)Br
• InChI: InChI=1S/C15H23Br2ClO/c1-9-7-10(19)12(16)13(2,3)15(9)6-5-14(4,17)11(18)8-15/h10-12,19H,1,5-8H2,2-4H3/t10-,11-,12-,14-,15+/m0/s1
• InChI Key: JPQFUHCOKXIWBB-ZCRGAIPPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃Br₂ClO
• Molecular Weight: 414.60 g/mol
• Exact Mass: 413.97837 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.03
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• iso-Obtusol
• (+)-Isoobtusol
• 73494-23-2
• (3S,4R,6R,9S,10S)-4,9-dibromo-10-chloro-5,5,9-trimethyl-1-methylidenespiro[5.5]undecan-3-ol
• 9-isoobtusol
• CHEMBL522562
• DTXSID60223713

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6915	69.15%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5701	57.01%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.8461	84.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7387	73.87%
P-glycoprotein inhibitior	-	0.8905	89.05%
P-glycoprotein substrate	-	0.8663	86.63%
CYP3A4 substrate	+	0.5777	57.77%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7689	76.89%
CYP3A4 inhibition	-	0.7365	73.65%
CYP2C9 inhibition	-	0.7123	71.23%
CYP2C19 inhibition	-	0.7638	76.38%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.8743	87.43%
CYP2C8 inhibition	-	0.7967	79.67%
CYP inhibitory promiscuity	-	0.8395	83.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8072	80.72%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.8603	86.03%
Skin irritation	+	0.5168	51.68%
Skin corrosion	-	0.9229	92.29%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5259	52.59%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5677	56.77%
skin sensitisation	+	0.5477	54.77%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5644	56.44%
Acute Oral Toxicity (c)	III	0.6326	63.26%
Estrogen receptor binding	-	0.6002	60.02%
Androgen receptor binding	-	0.5340	53.40%
Thyroid receptor binding	+	0.5565	55.65%
Glucocorticoid receptor binding	+	0.8083	80.83%
Aromatase binding	+	0.5883	58.83%
PPAR gamma	-	0.7111	71.11%
Honey bee toxicity	-	0.8176	81.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	92.91%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.26%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.05%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.51%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.08%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	81.62%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.25%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.25%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	80.31%	94.75%

Plants that contains it

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

Cross-Links

• PubChem: 14108771
• NPASS: NPC97491
• LOTUS: LTS0109605
• wikiData: Q83102199