Hebelophyllene H

Details

• Internal ID: 986581a0-abaf-4135-8620-f35a8954c407
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: (1S,5S,7S)-5-(2-hydroxybut-3-en-2-yl)-8,8-dimethyl-2-methylidene-4-oxabicyclo[5.2.0]nonan-3-one
• SMILES (Canonical): CC1(CC2C1CC(OC(=O)C2=C)C(C)(C=C)O)C
• SMILES (Isomeric): CC1(C[C@H]2[C@@H]1C[C@H](OC(=O)C2=C)C(C)(C=C)O)C
• InChI: InChI=1S/C15H22O3/c1-6-15(5,17)12-7-11-10(8-14(11,3)4)9(2)13(16)18-12/h6,10-12,17H,1-2,7-8H2,3-5H3/t10-,11+,12+,15?/m1/s1
• InChI Key: OFXNUSAWJJJGOF-ATUXAFSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.5925	59.25%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6450	64.50%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9774	97.74%
P-glycoprotein inhibitior	-	0.9208	92.08%
P-glycoprotein substrate	-	0.8866	88.66%
CYP3A4 substrate	+	0.6166	61.66%
CYP2C9 substrate	-	0.7825	78.25%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.6344	63.44%
CYP2C9 inhibition	-	0.8113	81.13%
CYP2C19 inhibition	-	0.7399	73.99%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.7066	70.66%
CYP2C8 inhibition	-	0.8180	81.80%
CYP inhibitory promiscuity	-	0.9567	95.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5425	54.25%
Eye corrosion	-	0.9590	95.90%
Eye irritation	-	0.8172	81.72%
Skin irritation	-	0.5422	54.22%
Skin corrosion	-	0.8820	88.20%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5148	51.48%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.5126	51.26%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6870	68.70%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	+	0.6047	60.47%
Androgen receptor binding	-	0.5547	55.47%
Thyroid receptor binding	-	0.5739	57.39%
Glucocorticoid receptor binding	-	0.4895	48.95%
Aromatase binding	-	0.7458	74.58%
PPAR gamma	-	0.5066	50.66%
Honey bee toxicity	-	0.7795	77.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9800	98.00%

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	98.80%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.11%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	90.08%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.08%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.92%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL3920	Q04759	Protein kinase C theta	83.09%	97.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.60%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.51%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.40%	92.94%
CHEMBL1902	P62942	FK506-binding protein 1A	80.39%	97.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.35%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15484648
• LOTUS: LTS0272065
• wikiData: Q77508449