arthrobotrisin B

Details

• Internal ID: 1f9630d0-fc8e-40d2-87b2-dab74f396329
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2S,5R,6S)-1-[(1S,2E,4S,6E)-1,4-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl]-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-diol
• SMILES (Canonical): CC(=CCCC(=CCC(C(=CC(C12C(C=C(C(C1O2)O)CO)O)O)C)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/C[C@@H](/C(=C/[C@@H]([C@@]12[C@H](C=C([C@H]([C@@H]1O2)O)CO)O)O)/C)O)/C)C
• InChI: InChI=1S/C22H34O6/c1-13(2)6-5-7-14(3)8-9-17(24)15(4)10-18(25)22-19(26)11-16(12-23)20(27)21(22)28-22/h6,8,10-11,17-21,23-27H,5,7,9,12H2,1-4H3/b14-8+,15-10+/t17-,18-,19-,20+,21-,22+/m0/s1
• InChI Key: VTOBGWHJIIZDHV-XMCVGHNMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₆
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.23553880 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

• RefChem:114314
• (1R,2S,5R,6S)-1-((1S,2E,4S,6E)-1,4-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl)-4-(hydroxymethyl)-7-oxabicyclo(4.1.0)hept-3-ene-2,5-diol
• (1S,2R,5S,6R)-6-((1S,2E,4S,6E)-1,4-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl)-3-(hydroxymethyl)-7-oxabicyclo(4.1.0)hept-3-ene-2,5-diol
• CHEMBL1814572
• CHEBI:68119
• Q27136611

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9139	91.39%
Caco-2	-	0.6958	69.58%
Blood Brain Barrier	+	0.7385	73.85%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5576	55.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	+	0.5719	57.19%
BSEP inhibitior	-	0.6791	67.91%
P-glycoprotein inhibitior	-	0.6721	67.21%
P-glycoprotein substrate	-	0.6414	64.14%
CYP3A4 substrate	+	0.5909	59.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7186	71.86%
CYP3A4 inhibition	-	0.7622	76.22%
CYP2C9 inhibition	-	0.6636	66.36%
CYP2C19 inhibition	-	0.8029	80.29%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.8385	83.85%
CYP2C8 inhibition	-	0.6597	65.97%
CYP inhibitory promiscuity	-	0.9224	92.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6812	68.12%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9763	97.63%
Skin irritation	-	0.6504	65.04%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5715	57.15%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5881	58.81%
skin sensitisation	-	0.7613	76.13%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5305	53.05%
Acute Oral Toxicity (c)	III	0.6206	62.06%
Estrogen receptor binding	+	0.7982	79.82%
Androgen receptor binding	-	0.5475	54.75%
Thyroid receptor binding	+	0.5469	54.69%
Glucocorticoid receptor binding	+	0.7167	71.67%
Aromatase binding	+	0.6490	64.90%
PPAR gamma	+	0.7628	76.28%
Honey bee toxicity	-	0.7779	77.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8672	86.72%

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	96.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.96%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.33%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.94%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.16%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.86%	93.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.12%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53360482
• LOTUS: LTS0225066
• wikiData: Q27136611